Title: Chestnut Hill Vacation Rentals from CA $293: Short-Term Rentals for 2025 | Expedia.ca

  

[Hotels in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Hotels.d177622.Travel-Guide-Hotels)[Flights to Chestnut Hill](https://expedia.ca/Cheap-Flights-To-Chestnut-Hill.d177622.Travel-Guide-Flights)[Chestnut Hill Car Rentals](https://expedia.ca/Car-Rentals-In-Chestnut-Hill.d177622.Car-Rental-Guide)[Chestnut Hill Vacation Packages](https://expedia.ca/Chestnut-Hill.d177622.Destination-Travel-Guides)

![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chestnut Hill Vacation Rentals

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)

### 

Change your mind

Book hotels with free cancellation

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)

### 

Treat yourself

Sign in to save 10% or more on thousands of hotels

[Sign in](https://www.expedia.ca/login)

![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)

### 

Be picky

Search almost a million properties worldwide

## Check prices for these dates

Tonight

[Oct 29 - Oct 30](https://www.expedia.ca/Hotel-Search?regionId=177622&startDate=2025-10-29&endDate=2025-10-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 30 - Oct 31](https://www.expedia.ca/Hotel-Search?regionId=177622&startDate=2025-10-30&endDate=2025-10-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=177622&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=177622&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chestnut Hill

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67320000/67310600/67310594/00319e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/68000000/67320000/67310600/67310594/w2048h1535x0y1-35481403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/68000000/67320000/67310600/67310594/w2048h1535x0y1-0bd1b321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67320000/67310600/67310594/e210eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waters Edge

Pequea

10/10

Exceptional

(139)

"For the third year in a row we enjoyed our family time in this beautiful and spacious home. The pool and hot tub are always a big hit. We rented a kayak one day which was fun. Due to some downpours of rain before and during our stay, the ground was a bit soggier than previous years where our grandkids liked to explore along the river. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joyce M.

[](https://www.expedia.ca/Pequea-Hotels-Waters-Edge.h67310594.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/75000000/74810000/74801000/74800974/f8296e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games](https://images.trvl-media.com/lodging/75000000/74810000/74801000/74800974/e78c0278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74810000/74801000/74800974/cfb11f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74810000/74801000/74800974/77a7d978.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Oasis w/ Private Dock, 3BR/2BA

Middle River

9.4/10

Exceptional

(37)

"Was a good time. Great location Beautiful sunset across the water. Thanks Jeremy "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Vince E.

[](https://www.expedia.ca/Middle-River-Hotels-Waterfront-Oasis-W-Private-Dock.h74800974.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/19000000/18970000/18969300/18969263/abad68c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/19000000/18970000/18969300/18969263/e3521c18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18970000/18969300/18969263/w2048h1535x0y1-643c1b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18970000/18969300/18969263/w2048h1535x0y1-fd5d26f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LAKE HOUSE, Waterfront Retreat, Eagles, Sunsets on Susquehanna with DOCK

Pequea

9.8/10

Exceptional

(249)

"Very nice rental . Outstanding Views."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David F.

[](https://www.expedia.ca/Lancaster-Hotels-Lake-House-North-Waterfront-Retreat.h18969263.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/28000000/27140000/27133100/27133078/b781d4ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/28000000/27140000/27133100/27133078/w2048h1535x0y1-1633e699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27140000/27133100/27133078/w2048h1535x0y1-e821086c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27140000/27133100/27133078/22dfb4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### LAKE HOUSE SOUTH Waterfront Retreat with DOCKAGE on Susquehanna River & HOT TUB

Pequea

9.8/10

Exceptional

(283)

"We love the location of this house because we enjoy boating. The house is clean and spacious and has a great deck to hang out on. Very comfortable beds with TV's in every bedroom. Very well kept home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Steve B.

[](https://www.expedia.ca/Lancaster-Hotels-Lake-Housesouth-Waterfront-Retreat-Just-Come-To-Paradise-To-Relax.h27133078.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/109000000/108300000/108299600/108299595/9ed0307a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108300000/108299600/108299595/ef0ae7e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108300000/108299600/108299595/6bbbbda1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/109000000/108300000/108299600/108299595/be268cc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### A working horse farm in Southern Lanc Co., nestled in Amish country.

Holtwood

10/10

Exceptional

(23)

"Beautiful accommodations and wonderful host. We loved our stay and would gladly stay again when in the area! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amanda L.

[](https://www.expedia.ca/Holtwood-Hotels-A-Working-Horse-Farm-In-Southern-Lanc-Co.h108299595.Hotel-Information)

![Indoor pool](https://images.trvl-media.com/lodging/117000000/116900000/116895200/116895114/9cbb550d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116900000/116895200/116895114/c4d831c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/117000000/116900000/116895200/116895114/c146ae12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116900000/116895200/116895114/b51887d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Waterfront Retreat 2 bed 1 1/2 baths private guest house w Pool & Beach

White Marsh

10/10

Exceptional

(14)

"The host was very nice & accommodating. The house was clean with a beautiful view of the water. I would highly recommend "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer C.

[](https://www.expedia.ca/Baltimore-Hotels-Secluded-Waterfront-Retreat-2-Bed-1-12-Bath-Private-Guest-House-W-Pool-Beach.h116895114.Hotel-Information)

![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/1747fc02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/0a987fcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/a383ba52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103800000/103796700/103796689/w907h683x58y0-01d62268.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Port Deposit

10/10

Exceptional

(27)

"Very nice cottage, as advertised"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

nick k.

CA $245

CA $293 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Unique-Cottage-Built-In-The-1800s.h103796689.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/20000000/19890000/19888700/19888625/475f4b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/20000000/19890000/19888700/19888625/57431f18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/20000000/19890000/19888700/19888625/965de494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/20000000/19890000/19888700/19888625/ebd3e7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront house with amazing views. Top of the Chesapeake

Perryville

10/10

Exceptional

(101)

"Everything was as advertised. Upon arrival, the house was clean and all in order ready for our stay. Will definitely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rick G.

[](https://www.expedia.ca/Perryville-Hotels-Waterfront-House-With-Amazing-Views-Top-Of-The-Chesapeake.h19888625.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33497100/33497095/43a103c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/34000000/33500000/33497100/33497095/d2ce5a4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33500000/33497100/33497095/fa53d9a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/34000000/33500000/33497100/33497095/5e274607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Creekside Cottage is your spacious retreat to enjoy a relaxing getaway!

Drumore

10/10

Exceptional

(258)

"Excellent property set out in the country. Second time we have stayed at this cottage and was amazing both times."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eric K.

[](https://www.expedia.ca/Drumore-Hotels-Creekside-Cottage-Is-Your-Spacious-Retreat-To-Enjoy-A-Relaxing-Getaway.h33497095.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105610000/105600300/105600261/47940775.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/106000000/105610000/105600300/105600261/b10a474a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/106000000/105610000/105600300/105600261/2c64e689.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, video library](https://images.trvl-media.com/lodging/106000000/105610000/105600300/105600261/3aef3c24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winery & Vineyard Mill with 1000+ acres of hiking. Farm with Goats & Horses

Nottingham

9.6/10

Exceptional

(10)

"We had an excellent stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meagan

CA $221

CA $327 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Nottingham-Hotels-Winery-Vineyard-Mill-1000-Acres-Of-Hiking.h105600261.Hotel-Information)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/5535e808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/c3a4247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/2ece3609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/03e12ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5-bedroom vacation home 5 minutes from historic Charlestown

Perryville

9.8/10

Exceptional

(146)

"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cara R.

CA $261

CA $612 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109580000/109579800/109579773/93db3c33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109580000/109579800/109579773/8bf42e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109580000/109579800/109579773/214188d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109580000/109579800/109579773/179f5910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 2-bedroom cabin in charming Fawn Grove with AC, WIFI & walking trail.

Fawn Grove

9.8/10

Exceptional

(11)

"Two night stay was very nice. Great living, kitchen and bedroom spaces. Very quiet area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rene S.

CA $314

CA $477 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Cozy-2-Bedroom-Cabin-In-Charming-Fawn-Grove-With-AC.h109579773.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71050000/71040800/71040797/6e7eec69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71050000/71040800/71040797/709e168f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/72000000/71050000/71040800/71040797/a47c0bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71050000/71040800/71040797/f1be59b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \* Lovely Gem w/ Perfect Combo of Flair & Class \*

Lutherville-Timonium

10/10

Exceptional

(59)

"The duplex was comfortable, updated, and perfect for our group of four. The owners were very helpful and communicated promptly. Thank you! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie M.

CA $208

CA $370 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Baltimore-Hotels-Lovely-Gem-W-Perfect-Combo-Of-Flair-Class.h71040797.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116700000/116695000/116694917/a49b1dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/117000000/116700000/116695000/116694917/6994fdd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/117000000/116700000/116695000/116694917/93da68d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116700000/116695000/116694917/f2b25da9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The River Shack \*kayaks\*hottub\*fishing\*quiet\*family

Airville

9.0/10

Wonderful

(4)

"Loved the rivershack! Great place with many extras. It doesn't get any better than paddling on the Susquehanna River!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rob H.

CA $196

CA $600 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Airville-Hotels-The-River-Shack-Kayaksfishingquietfamily.h116694917.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/9e219ccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/aef32f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/90d481f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/112000000/111940000/111937300/111937258/5762a162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Relax in the woods with your own private pool - 4 BR house that sleeps up to 12.

Havre de Grace

9.8/10

Exceptional

(6)

"Beautiful home and property. The house was clean and welcoming and the pool was an absolute delight. Would definitely stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julia B.

CA $1,130

CA $1,874 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Havre-De-Grace-Hotels-4-Bedroom-House-In-Charming-Havre-De-Grace-With-A-Pool.h111937258.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/4791e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/a5883b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/acf287f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/3618b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit

9.8/10

Exceptional

(9)

"Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elise E.

CA $186

CA $297 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83930000/83922800/83922725/b5614fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83930000/83922800/83922725/0c156b62_edited_03be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83930000/83922800/83922725/73ab8203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83930000/83922800/83922725/09cc7129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming cottage overlooking pond and meadows

Holtwood

10/10

Exceptional

(72)

"We loved it here and would happily come back, it was cosy but also more than enough space for our family of five."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Madhura

[](https://www.expedia.ca/Holtwood-Hotels-Charming-Cottage-Overlooking-Pond-And-Meadows.h83922725.Hotel-Information)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/f65b9e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/a673c6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/7f5de9e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/112000000/111820000/111819700/111819612/05f7fb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom house in Aberdeen with WiFi and AC

Aberdeen

9.0/10

Wonderful

(6)

"This space reminded me of a little house I rented in Lacey, WA. Perfect size for my wife and I, then joined by my H.S. graduate daughter for a few nights. Nice lush grass in backyard. Cute porch to relax and chat on. Overall very pleasant stay.Not far from the freeway but still felt neatly tucked away."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David C.

[](https://www.expedia.ca/Aberdeen-Hotels-Charming-2-Bedroom-House-In-Aberdeen-With-WiFi-And-AC.h111819612.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109330000/109326000/109326000/4bb56502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109330000/109326000/109326000/6e0be76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/110000000/109330000/109326000/109326000/818da929.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109330000/109326000/109326000/f8bf4f24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Towson Comfort: Entire 1-Bedroom Apartment with AC &WiFi

Towson

[](https://www.expedia.ca/Baltimore-Hotels-Towson-Comfort-Entire-1-Bedroom-Apartment-With-AC-WiFi.h109326000.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113020000/113010600/113010529/b66ca3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113020000/113010600/113010529/ff2c5ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/114000000/113020000/113010600/113010529/99bad16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113020000/113010600/113010529/288eb505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Secluded Scenic Retreat, Amish Country, Vineyards

Brogue

10/10

Exceptional

(2)

"Nice house, very peaceful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Penny J.

[](https://www.expedia.ca/Brogue-Hotels-Charming-3-Bedroom-House-With-WiFi-And-AC-In-Brogue.h113010529.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-12&endDate=2025-11-13&regionId=177622&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChestnut-Hill-Vacation-Rentals.d177622.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChestnut-Hill-Vacation-Rentals.d177622.Travel-Guide-VacationRentals)

## Top Chestnut Hill Hotel Reviews

![Ramada Limited Cockeysville](//images.trvl-media.com/lodging/1000000/30000/20400/20395/b8602199_y.jpg)

### Ramada Limited Cockeysville

10/10 Excellent

"Everything was acceptable. Would stay there again in the future."

[](https://expedia.ca/Baltimore-Hotels-Ramada-Limited-Cockeysville.h20395.Hotel-Information)

![Great Wolf Lodge Perryville](//images.trvl-media.com/lodging/104000000/103100000/103097900/103097849/f3cb543b_y.jpg)

### Great Wolf Lodge Perryville

10/10 Excellent

"Great place"

[](https://expedia.ca/Perryville-Hotels-Great-Wolf-Lodge-Perryville.h103097849.Hotel-Information)

![SpringHill Suites Baltimore White Marsh/Middle River](//images.trvl-media.com/lodging/24000000/23690000/23686900/23686806/ac399738_y.jpg)

### SpringHill Suites Baltimore White Marsh/Middle River

10/10 Excellent

"Rooms were nice and clean "

[](https://expedia.ca/Baltimore-Hotels-SpringHill-Suites-Baltimore-White-MarshMiddle-River.h23686806.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A](//images.trvl-media.com/lodging/2000000/1920000/1916100/1916020/f387b1aa_y.jpg)

### La Quinta Inn & Suites by Wyndham Bel Air/I-95 Exit 77A

10/10 Excellent

"Clean room and quiet enough to sleep through the afternoon. "

[](https://expedia.ca/Edgewood-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bel-AirI-95-Exit-77A.h1916020.Hotel-Information)

![Hampton Inn & Suites Edgewood/Aberdeen-South](//images.trvl-media.com/lodging/5000000/4620000/4617900/4617887/264f48e5_y.jpg)

### Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent

"Loved 2 queens studio suite, clean, comfortable and roomy."

[](https://expedia.ca/Edgewood-Hotels-Hampton-Inn-Suites-EdgewoodAberdeen-South.h4617887.Hotel-Information)

![Red Roof Inn Perryville](//images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg)

### Red Roof Inn Perryville

10/10 Excellent

"The parking lot was safe. There was a lot of lighting."

[](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information)

![Fairfield Inn & Suites by Marriott White Marsh](//images.trvl-media.com/lodging/2000000/1890000/1888500/1888500/8434bf12_y.jpg)

### Fairfield Inn & Suites by Marriott White Marsh

10/10 Excellent

"Great place to stay"

[](https://expedia.ca/Baltimore-Hotels-Fairfield-Inn-Suites-By-Marriott-White-Marsh.h1888500.Hotel-Information)

![Holiday Inn Express White Marsh by IHG](//images.trvl-media.com/lodging/72000000/71540000/71532200/71532135/7b9d83b4_y.jpg)

### Holiday Inn Express White Marsh by IHG

10/10 Excellent

"Must be a new property. Clean and immaculate."

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-White-Marsh.h71532135.Hotel-Information)

![Holiday Inn Express Towson - Baltimore North by IHG](//images.trvl-media.com/lodging/1000000/10000/7800/7741/4c06ee0d_y.jpg)

### Holiday Inn Express Towson - Baltimore North by IHG

10/10 Excellent

"Well lit at night. I felt safe. Pleasant staff. Clean rooms with modern charging ports."

[](https://expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Towson-Baltimore-North.h7741.Hotel-Information)

## Find out more about Chestnut Hill

**Everything you need to know about** **Chestnut Hill** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chestnut Hill vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chestnut Hill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chestnut Hill vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chestnut Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chestnut Hill vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chestnut Hill vacation rentals we have selected for you start as low as CA $293 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Chestnut Hill rentals**

At Expedia, we put the best Chestnut Hill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chestnut Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chestnut Hill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chestnut Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Chestnut Hill

### Trending destinations on Expedia.ca

-   [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
-   [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
-   [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
-   [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
-   [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
-   [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
-   [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
-   [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
-   [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
-   [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
-   [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
-   [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
-   [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
-   [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
-   [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
-   [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
-   [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
-   [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
-   [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
-   [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
-   [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Private-Vacation-Homes.d177622-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Apartments.d177622-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Cottages.d177622-aaCottages.Travel-Guide-Accommodation)
-   [RV Parks in Chestnut Hill](https://expedia.ca/Chestnut-Hill-RV-Parks.d177622-aaRVParks.Travel-Guide-Accommodation)
-   [Farmstay in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Agritourism.d177622-aaAgritourism.Travel-Guide-Accommodation)
-   [Cabin Rentals in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Cabins.d177622-aaCabins.Travel-Guide-Accommodation)
-   [Motels in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Motels.d177622-aaMotels.Travel-Guide-Accommodation)
-   [Aparthotels in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Apart-Hotels.d177622-aaApartHotels.Travel-Guide-Accommodation)
-   [B&B in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Bed-And-Breakfast.d177622-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Villas in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Villas.d177622-aaVillas.Travel-Guide-Accommodation)
-   [Condo Rentals in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Condos.d177622-aaCondos.Travel-Guide-Accommodation)
-   [Houseboats in Chestnut Hill](https://expedia.ca/Chestnut-Hill-Houseboats.d177622-aaHouseboats.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chestnut Hill?

> Yes, you can find vacation rentals close to the most popular sights in Chestnut Hill, or you can choose a more secluded option if you want a relaxing place to stay.

### What are some of the best vacation rentals in Chestnut Hill?

> [Waters Edge](https://www.expedia.ca/Pequea-Hotels-Waters-Edge.h67310594.Hotel-Information): This vacation home rental outside of Chestnut Hill is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation.

### What can I see and do in Chestnut Hill?

> While exploring the area, visit family-friendly sights like Guppy Gulch Quarry, or get outside and enjoy nature at Ladew Topiary Gardens. Rocks State Park and Harford Community College are a couple of places you'll find in the larger area.

### What are vacation rentals like in Chestnut Hill?

> Vacation rentals are private accommodations you can book for a couple days or more in Chestnut Hill. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)