Title: New Windsor Vacation Rentals from CA $206: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=6122933&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for New Windsor vacation rentals

![TV](https://images.trvl-media.com/lodging/115000000/114320000/114310800/114310779/387f1b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114320000/114310800/114310779/7cd70d65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114320000/114310800/114310779/9c07bb4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114320000/114310800/114310779/5b47ba61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom cottage with AC, WiFi in downtown Hanover, PA

[](https://www.expedia.ca/Hanover-Hotels-Charming-1-Bedroom-Cottage-With-AC.h114310779.Hotel-Information)

Hanover

9.4/10

Exceptional

(3 reviews)

"Host was very flexible, communication was excellent. Perfect place to explore the area. "

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

Dustin

CA $173

CA $391 total

includes taxes & fees

Apr 23 - Apr 24

[](https://www.expedia.ca/Hanover-Hotels-Charming-1-Bedroom-Cottage-With-AC.h114310779.Hotel-Information)

![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/5ed08885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, books](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/059eea15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/5fdcc830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/58000000/57940000/57930500/57930476/18b383ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Pine Tree Nest

[](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.Hotel-Information)

Frederick

9.4/10

Exceptional

(11 reviews)

"Peaceful studio with a lovely view off the porch. Was easy to find and all aspects of the stay were smooth. Perfect place for a few days in Frederick "

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

Morgan P.

CA $123

CA $249 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Frederick-Hotels-Cozy-Pine-Tree-Nest.h57930476.Hotel-Information)

![Game room](https://images.trvl-media.com/lodging/117000000/116460000/116452700/116452605/29a24828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116460000/116452700/116452605/cf2f1577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/117000000/116460000/116452700/116452605/ced30f92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116460000/116452700/116452605/8a3fca9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

[](https://www.expedia.ca/Woodbine-Hotels-Charming-Studio-With-1-Queen-Sofa-Bed-And-1-Full-Bath-With-AC.h116452605.Hotel-Information)

Woodbine

CA $139

CA $206 total

includes taxes & fees

Apr 21 - Apr 22

[](https://www.expedia.ca/Woodbine-Hotels-Charming-Studio-With-1-Queen-Sofa-Bed-And-1-Full-Bath-With-AC.h116452605.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124520000/124513800/124513734/7a3d9629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/125000000/124520000/124513800/124513734/f05c3326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124520000/124513800/124513734/8c3dee67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124520000/124513800/124513734/5a8a1d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy studio charming Hanover

[](https://www.expedia.ca/Hanover-Hotels-Cozy-Studio-Charming-Hanover.h124513734.Hotel-Information)

Hanover

10/10

Exceptional

(3 reviews)

"This place was great. Ceiling is low, less that 6 feet in some spots. Location is great for visiting downtown Hanover. Parking was convenient. Stayed overnight with a buddy. Brought an air mattress so we didn’t have to share a bed (couch would’ve been a little small for sleeping comfortably)."

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

Tim

CA $124

CA $205 total

includes taxes & fees

Apr 20 - Apr 21

[](https://www.expedia.ca/Hanover-Hotels-Cozy-Studio-Charming-Hanover.h124513734.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/c7849128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/c38d3ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/535b3f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/d9e62de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly) 

[](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information)

Frederick

10/10

Exceptional

(66 reviews)

"Great kitchen, very comfortable beds. Well air conditioned."

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

Whitney C.

CA $161

CA $362 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/0c5ef604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/46fa4234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/813fbbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/603692ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rural & Historic Detour Escape w/ Horses On-site!

[](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information)

Keymar

CA $187

CA $599 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information)

![](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/0ed0ba48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/ad819874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/1c679d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

[](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information)

Downtown Frederick

9.4/10

Exceptional

(124 reviews)

"The home was a great location to explore downtown Frederick. It had everything that we needed "

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

David J.

CA $154

CA $385 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/29053eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/e734c10e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/c288bddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/89000000/88670000/88664200/88664166/fc341158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy, dog-friendly, downtown

[](https://www.expedia.ca/Frederick-Hotels-Cozy.h88664166.Hotel-Information)

Frederick

10/10

Exceptional

(28 reviews)

"Clean, great location, friendly owner"

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

Christian M.

CA $90

CA $275 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Frederick-Hotels-Cozy.h88664166.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/fde9a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/e9b96744.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/e7841b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59860000/59852500/59852480/d6d94d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Luxury Condo In Downtown Frederick\*

[](https://www.expedia.ca/Frederick-Hotels-Luxury-Condo-In-Downtown-Frederick.h59852480.Hotel-Information)

Downtown Frederick

9.0/10

Wonderful

(81 reviews)

"The place was perfect. Location is ideal to walk everywhere."

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

Anonymous traveller

CA $104

CA $316 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Frederick-Hotels-Luxury-Condo-In-Downtown-Frederick.h59852480.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59630000/59625100/59625024/77e3dec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/60000000/59630000/59625100/59625024/fcb374c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625100/59625024/bd0b3e3d.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/60000000/59630000/59625100/59625024/aa5520ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### \*Modern Condo In Downtown Frederick\*

[](https://www.expedia.ca/Frederick-Hotels-Modern-Condo-In-Downtown-Frederick.h59625024.Hotel-Information)

Downtown Frederick

9.2/10

Wonderful

(86 reviews)

"The location was perfect - walking distance to everything we wanted to do in Frederick. The place was clean and comfortable for 2 couples. "

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

N. N.

CA $101

CA $313 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Frederick-Hotels-Modern-Condo-In-Downtown-Frederick.h59625024.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/891d0688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/b0e07008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/18dbb675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/113000000/112650000/112649100/112649080/c1d13a8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Birch Cabin at Hunting Creek Hideaway

[](https://www.expedia.ca/Thurmont-Hotels-Birch-Cabin-At-Hunting-Creek-Hideaway.h112649080.Hotel-Information)

Thurmont

10/10

Exceptional

(24 reviews)

"Beautiful location. Just what we were looking for."

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

tony l.

CA $132

CA $206 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Thurmont-Hotels-Birch-Cabin-At-Hunting-Creek-Hideaway.h112649080.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/fe25a8cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/f8cefe64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/bd6cf7a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/83000000/82500000/82490800/82490728/e8739af8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous apt, pets, hot tub & fire pit, walk --> DT Frederick

[](https://www.expedia.ca/Frederick-Hotels-Gorgeous-Boho-Chic-Apt.h82490728.Hotel-Information)

Frederick

10/10

Exceptional

(40 reviews)

"Everything was very clean and tidy, and very bright. The beds were extremely comfortable. Location was perfect and we really enjoyed having the backyard with a hot tub and a fire pit very relaxing."

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

Donna C.

CA $154

CA $368 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Frederick-Hotels-Gorgeous-Boho-Chic-Apt.h82490728.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/a06cff43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, memory foam beds, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/a201ec45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/de7dfd70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89370000/89362400/89362360/5660577c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pet-friendly, heart of downtown

[](https://www.expedia.ca/Frederick-Hotels-Pet-Friendly.h89362360.Hotel-Information)

Frederick

10/10

Exceptional

(8 reviews)

"This was a great property in an excellent location! Communication was great and the whole process was seamless. "

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

nikki b.

CA $89

CA $274 total

includes taxes & fees

Apr 28 - Apr 29

[](https://www.expedia.ca/Frederick-Hotels-Pet-Friendly.h89362360.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96380000/96371700/96371637/e0a60098.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96380000/96371700/96371637/53898b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/97000000/96380000/96371700/96371637/14a182d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/97000000/96380000/96371700/96371637/aee1fac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly constructed 6 bedroom home

[](https://www.expedia.ca/Frederick-Hotels-Newly-Constructed-6-Bedroom-Home.h96371637.Hotel-Information)

Frederick

10/10

Exceptional

(15 reviews)

"Stayed at this beautiful home for a friends wedding. The beds were so comfy! I would def stay here if I’m in the area again. Thanks so much for having us "

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

Jalessa R.

CA $296

CA $650 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Frederick-Hotels-Newly-Constructed-6-Bedroom-Home.h96371637.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88930000/88926400/88926354/5de95af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88930000/88926400/88926354/1b739323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88930000/88926400/88926354/f360f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/89000000/88930000/88926400/88926354/74a8cd7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Pool Getaway 

[](https://www.expedia.ca/Owings-Mills-Hotels-Private-Pool-Getaway.h88926354.Hotel-Information)

Owings Mills

CA $137

CA $306 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Owings-Mills-Hotels-Private-Pool-Getaway.h88926354.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118090000/118087100/118087072/61fbd22f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118087100/118087072/ca74bf31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118090000/118087100/118087072/8ed0ccfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/119000000/118090000/118087100/118087072/712e63f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gated 3BR Apartment in Westminster Private Parking

[](https://www.expedia.ca/Westminster-Hotels-Gated-3BR-Apartment-In-Westminster-Private-Parking.h118087072.Hotel-Information)

Westminster

8.0/10

Very good

(5 reviews)

"We enjoyed our stay, spacious rooms and cute decor. "

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

Anonymous traveller

CA $208

CA $431 total

includes taxes & fees

Apr 8 - Apr 9

[](https://www.expedia.ca/Westminster-Hotels-Gated-3BR-Apartment-In-Westminster-Private-Parking.h118087072.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116850000/116845800/116845771/1ed56607.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/117000000/116850000/116845800/116845771/348d536c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116850000/116845800/116845771/5a517163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116850000/116845800/116845771/d28ed11a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gathering Place at Gettysburg. Spacious 4 Bdrm Retreat with deck and grill.

[](https://www.expedia.ca/Gettysburg-Hotels-Charming-4-Bedroom-House-With-WiFi-And-AC-In-Historic-Gettysburg.h116845771.Hotel-Information)

Gettysburg

10/10

Exceptional

(4 reviews)

"Hosts were the most welcoming and responsive! Beautiful accommodations and most well stocked place we have ever stayed! Cannot recommend this place enough! "

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

Catherine N.

CA $397

CA $630 total

includes taxes & fees

Apr 6 - Apr 7

[](https://www.expedia.ca/Gettysburg-Hotels-Charming-4-Bedroom-House-With-WiFi-And-AC-In-Historic-Gettysburg.h116845771.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125352900/125352895/b76ad9b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/126000000/125360000/125352900/125352895/b9e76895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125352900/125352895/b015e64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/126000000/125360000/125352900/125352895/c4f32d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rural & Historic Detour Escape w/ Horses On-Site!

[](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125352895.Hotel-Information)

Detour

8.0/10

Very good

(1 review)

"Check-in was super easy. Communication with the owners was quick and easy. There was one hiccup that came up and were very quick to resolve. The house itself is a great historic home. They have done a great job modernizing it. My only feedback would be to have more supplies in the kitchen to accommodate preparing foods like knives, cutting boards, trays, etc. But otherwise, very happy with our stay and the beautiful property, and it being dog friendly!"

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

Rachel W.

CA $167

CA $594 total

includes taxes & fees

Apr 4 - Apr 5

[](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125352895.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/93000000/92070000/92063300/92063288/a6a47172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/93000000/92070000/92063300/92063288/29aeccdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/93000000/92070000/92063300/92063288/d50e8da3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92070000/92063300/92063288/8f8ddabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New townhouse

[](https://www.expedia.ca/Frederick-Hotels-New-Townhouse.h92063288.Hotel-Information)

Frederick

9.4/10

Exceptional

(9 reviews)

"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"

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

Traci U.

CA $210

CA $506 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Frederick-Hotels-New-Townhouse.h92063288.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119260000/119256500/119256476/f5190e38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119260000/119256500/119256476/b9b03ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119260000/119256500/119256476/8da4f172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119260000/119256500/119256476/f4f74357.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Westminster Retreat Swim Spa, Fire Pit & Pond

[](https://www.expedia.ca/Westminster-Hotels-Downtown-Westminster-Retreat-Swim-Spa.h119256476.Hotel-Information)

Westminster

9.0/10

Wonderful

(2 reviews)

"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "

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

Payson D.

CA $276

CA $524 total

includes taxes & fees

Apr 9 - Apr 10

[](https://www.expedia.ca/Westminster-Hotels-Downtown-Westminster-Retreat-Swim-Spa.h119256476.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=2026-04-17&endDate=2026-04-18&regionId=6122933&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Cottages

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Private vacation homes

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Apartments

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Condos

[](https://www.expedia.ca/Hotel-Search?destination=New+Windsor%2C+Maryland%2C+United+States+of+America&regionId=6122933&latLong=39.542046%2C-77.108038&adults=2&startDate=2026-07-02&d1=2026-07-02&endDate=2026-07-05&d2=2026-07-05&lodging=CONDO)

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## Top New Windsor Hotel Reviews

![The Lodges at Gettysburg](https://images.trvl-media.com/lodging/4000000/3880000/3870300/3870256/75c18918_y.jpg)

### The Lodges at Gettysburg

10/10 Excellent

"Room was very clean,staff was courteous and nice,lodge was absolutely gorgeous!"

[](https://expedia.ca/Gettysburg-Hotels-The-Lodges-At-Gettysburg.h3870256.Hotel-Information)

![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg)

### SpringHill Suites by Marriott Frederick

10/10 Excellent

"Clean room. Very polite staff"

[](https://expedia.ca/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information)

![Inn at Cemetery Hill](https://images.trvl-media.com/lodging/1000000/450000/447000/446925/074785e2_y.jpg)

### Inn at Cemetery Hill

10/10 Excellent

"Parking is easy and free, right next to the property, and the breakfast is good (eggs, waffles, potatoes, etc.) and included with the stay. The location and the breakfast make this a really nice convenient place to stay while exploring the battleground area. "

[](https://expedia.ca/Gettysburg-Hotels-Inn-At-Cemetery-Hill.h446925.Hotel-Information)

![Holiday Inn Express and Suites Gettysburg by IHG](https://images.trvl-media.com/lodging/20000000/19570000/19561900/19561848/6cc01f6b_y.jpg)

### Holiday Inn Express and Suites Gettysburg by IHG

10/10 Excellent

"Everything was wonderful to include breakfast. Getting to the hotel is difficult because you have to go through an outlet mall parking lot. There were no signs to the hotel and if I listened to Google, I would have went over a cliff. Plus it was dark outside, which made it more difficult to manage the parking lot. O e lar item Hotels need ti start putti g toilet brushes in the bathroom - enough said. "

[](https://expedia.ca/Gettysburg-Hotels-Holiday-Inn-Express-And-Suites-Gettysburg.h19561848.Hotel-Information)

![Best Western Gettysburg](https://images.trvl-media.com/lodging/1000000/560000/551000/550917/2832da00_y.jpg)

### Best Western Gettysburg

10/10 Excellent

"Lovely staff. Great breakfast. The view at breakfast was wonderful . Loved it being up on the 3rd floor.(minus the dirty windows from the outside). Our room was very nice. The bed was a bit springy. But I truly enjoyed our stay. I highly recommend staying here and will return in the future."

[](https://expedia.ca/Gettysburg-Hotels-Best-Western-Gettysburg.h550917.Hotel-Information)

![Home2 Suites by Hilton Owings Mills](https://images.trvl-media.com/lodging/49000000/48280000/48270300/48270248/bb65e018_y.jpg)

### Home2 Suites by Hilton Owings Mills

10/10 Excellent

"The staff was very friendly and attentive. The common areas and room were all very clean. I would recommend this hotel and stay here again! I appreciate the water available in the lobby all day."

[](https://expedia.ca/Baltimore-Hotels-Home2-Suites-By-Hilton-Owings-Mills.h48270248.Hotel-Information)

![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg)

### Country Inn & Suites by Radisson, Frederick, MD

8/10 Good

"The staff was very helpful and the room and bath were clean, but nothing fancy."

[](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information)

![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg)

### Best Western Historic Frederick

10/10 Excellent

"Clean, quiet room and good breakfast for a good price."

[](https://expedia.ca/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information)

![Hampton Inn & Suites Frederick-Fort Detrick](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273_y.jpg)

### Hampton Inn & Suites Frederick-Fort Detrick

10/10 Excellent

"Go"

[](https://expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information)

## Find out more about New Windsor

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with New Windsor. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in New Windsor ](https://expedia.ca/New-Windsor-Private-Vacation-Homes.d6122933-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in New Windsor ](https://expedia.ca/New-Windsor-Apartments.d6122933-aaApartments.Travel-Guide-Accommodation)
- [Cottages in New Windsor ](https://expedia.ca/New-Windsor-Cottages.d6122933-aaCottages.Travel-Guide-Accommodation)
- [Farmstay in New Windsor ](https://expedia.ca/New-Windsor-Agritourism.d6122933-aaAgritourism.Travel-Guide-Accommodation)
- [B&B in New Windsor ](https://expedia.ca/New-Windsor-Bed-And-Breakfast.d6122933-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in New Windsor ](https://expedia.ca/New-Windsor-Condos.d6122933-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in New Windsor ](https://expedia.ca/New-Windsor-Cabins.d6122933-aaCabins.Travel-Guide-Accommodation)
- [Motels in New Windsor ](https://expedia.ca/New-Windsor-Motels.d6122933-aaMotels.Travel-Guide-Accommodation)
- [Lodges in New Windsor ](https://expedia.ca/New-Windsor-Lodges.d6122933-aaLodges.Travel-Guide-Accommodation)
- [Chalets in New Windsor ](https://expedia.ca/New-Windsor-Chalets.d6122933-aaChalets.Travel-Guide-Accommodation)
- [Villas in New Windsor ](https://expedia.ca/New-Windsor-Villas.d6122933-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in New Windsor ](https://expedia.ca/New-Windsor-RV-Parks.d6122933-aaRVParks.Travel-Guide-Accommodation)
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## Frequently asked questions

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### What are some of the best vacation home rentals in New Windsor?

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