Title: North Windham Vacation Home Rentals from CA $219: Search Top Private Vacation Homes for Rent | Expedia.ca

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# North Windham Vacation Rentals

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## Check prices for these dates

Next weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248634999118067&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for North Windham vacation homes

![Exterior](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/bc8e49b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/1e7db74f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/eed5ddea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96710000/96702600/96702570/79be47ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 5 Bedroom Lake House + Guest House with Hot Tub & Sauna!

[](https://www.expedia.ca/Casco-Hotels-5-Bedroom-Lake-House-Guest-House-With-Hot-Tub-Sauna.h96702570.Hotel-Information)

Casco

10/10

Exceptional

(14)

"We are a group of 4 that spend one week a year staying in a vacation home and playing golf. This was one of the best places we have stayed. Two buildings, lakefront, all amenities including hot tub and sauna. We highly recommend this vacation rental. Communication with property managers was first class."

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

Bill G.

CA $226

CA $898 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Casco-Hotels-5-Bedroom-Lake-House-Guest-House-With-Hot-Tub-Sauna.h96702570.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/3c89a219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/6d3244ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/aa9e7818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/97000000/96970000/96969800/96969745/f970dc71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Outlet Studio, Rustic Comfort w Fireplace

[](https://www.expedia.ca/Freeport-Hotels-The-Outlet-Studio.h96969745.Hotel-Information)

Freeport

10/10

Exceptional

(11)

"Very comfortable, clean, with a spacious bathroom and within walking distance of downtown Freeport and Bow Street Market"

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

Deanna S.

CA $112

CA $219 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Freeport-Hotels-The-Outlet-Studio.h96969745.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4029h3018x0y0-30871d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/4589cab1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/w4014h3018x0y0-01d84674.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, streaming services](https://images.trvl-media.com/lodging/23000000/22480000/22478300/22478290/5855295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

West End

8.4/10

Very good

(58)

"Quiet, close to everything and east to find."

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

Jesse M.

CA $205

CA $431 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-1200-Sq-Ft-West-End-Townhouse-Perfect-Location.h22478290.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/w1536h1022x0y2-99989d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/aa19732a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/d182d08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/115000000/114570000/114564100/114564037/26c3ae66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 5BR Family Dream with Private Beach Access

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spacious-5BR-Family-Dream-With-Private-Beach-Access.h114564037.Hotel-Information)

Old Orchard Beach

10/10

Exceptional

(1)

CA $250

CA $731 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-Spacious-5BR-Family-Dream-With-Private-Beach-Access.h114564037.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/91000000/90330000/90328800/90328702/1d33815a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, computer monitors](https://images.trvl-media.com/lodging/91000000/90330000/90328800/90328702/385a1045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90330000/90328800/90328702/e18e5680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90330000/90328800/90328702/5d90feb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Country Home Freeport, Only 5 min to LL Bean!

[](https://www.expedia.ca/Freeport-Hotels-Spacious-Country-Home-Freeport.h90328702.Hotel-Information)

Freeport

9.6/10

Exceptional

(15)

"It was a very relaxing house to stay in. Everything was provided in the kitchen, bathroom and bedrooms. Lots of room for all of us to mingle. "

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

Carla S.

CA $204

CA $640 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Freeport-Hotels-Spacious-Country-Home-Freeport.h90328702.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/bd97d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/c9f73c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/4cacdbc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/99000000/98550000/98542900/98542897/eec91961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

[](https://www.expedia.ca/Freeport-Hotels-Beautiful-Stay-In-Downtown-Freeport.h98542897.Hotel-Information)

Freeport

10/10

Exceptional

(4)

"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "

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

David H.

[](https://www.expedia.ca/Freeport-Hotels-Beautiful-Stay-In-Downtown-Freeport.h98542897.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/a894b763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/66ba29b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/df3cba67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117860000/117853800/117853735/e076ac1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Getaway by the Sea

[](https://www.expedia.ca/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

South Portland

10/10

Exceptional

(2)

"Had a nice stay! House was great."

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

Karen T.

CA $344

CA $611 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/South-Portland-Hotels-Modern-Getaway-By-The-Sea.h117853735.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/64f3949d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/ec2e42fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/852f9cfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112310000/112307300/112307239/ad6335e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Huge Historic Downtown Townhome

[](https://www.expedia.ca/Portland-Hotels-Huge-Historic-Downtown-Townhome.h112307239.Hotel-Information)

West End

9.8/10

Exceptional

(8)

"The house is so charming and in an excellent location! It is walking distance to many options, on a quiet, beautiful street with comfortable beds and a well appointed kitchen. Easy booking and communication throughout! "

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

Siobhain C.

CA $210

CA $590 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Portland-Hotels-Huge-Historic-Downtown-Townhome.h112307239.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/99959de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/9b63f509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/w1024h675x0y3-f2ff33b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, stereo](https://images.trvl-media.com/lodging/101000000/100140000/100134200/100134127/1d71d218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Sunny House Steps from the Promenade. Private Parking!

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(37)

"Perfect stay for a quick trip to Portland! "

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

stacey p.

CA $219

CA $455 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Modern.h100134127.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120870900/120870852/61ffffae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120880000/120870900/120870852/c4872031.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120880000/120870900/120870852/ce096cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120880000/120870900/120870852/d149eb76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chic 3-bedroom house in Munjoy Hill with off-street parking. 

[](https://www.expedia.ca/Portland-Hotels-Tranquil-3-Bedroom-House-In-Portland-With-AC.h120870852.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(2)

"Absolutely fantastic stay! The house is clean, comfortable and has all the amenities to stay in. However with such a great location to all that Portland has to offer taking a quick walk to whatever strikes your fancy is highly recommended. The bakery on the corner has great coffee and baked goods. We didn’t need much from Doug but when I messaged him he was very responsive and accommodating. The beds are extremely comfortably. The location is quiet, within walking distance or a quick uber...

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

Carl K.

CA $246

CA $537 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Portland-Hotels-Tranquil-3-Bedroom-House-In-Portland-With-AC.h120870852.Hotel-Information)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/8bd2570e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/6b9ab2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/6fbca412.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122500000/122492400/122492351/bca7c4cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom ADU in wonderful Portland neighborhood

[](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-ADU-In-Wonderful-Portland-Neighborhood.h122492351.Hotel-Information)

Back Cove

CA $193

CA $315 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Portland-Hotels-Charming-1-Bedroom-ADU-In-Wonderful-Portland-Neighborhood.h122492351.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/b20cea7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/036b3f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/fc082471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, stereo](https://images.trvl-media.com/lodging/114000000/113940000/113935500/113935404/64c7c650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Cottage with Peeks of Ocean Views

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Modern-Cottage-With-Peeks-Of-Ocean-Views.h113935404.Hotel-Information)

Cape Elizabeth

10/10

Exceptional

(1)

CA $392

CA $604 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Cape-Elizabeth-Hotels-Modern-Cottage-With-Peeks-Of-Ocean-Views.h113935404.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/133c96e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/ee8a8461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/54754928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/112000000/111890000/111886000/111885988/fbd48f03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Barnhouse with hot tub

[](https://www.expedia.ca/New-Gloucester-Hotels-The-Barnhouse-With-Hot-Tub.h111885988.Hotel-Information)

New Gloucester

9.8/10

Exceptional

(6)

"This was the perfect spot for my friends and I who were attending a wedding down the road! Great location, lovely property and very clear instructions from the hosts! "

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

Jen V.

CA $260

CA $489 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/New-Gloucester-Hotels-The-Barnhouse-With-Hot-Tub.h111885988.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/124000000/123640000/123630100/123630032/971f87f8.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/124000000/123640000/123630100/123630032/80d2c38c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123640000/123630100/123630032/28751a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/124000000/123640000/123630100/123630032/1eac49bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR/2BA-5 min. to beach/town

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-3BR2BA-5-Min-To-Beachtown.h123630032.Hotel-Information)

Old Orchard Beach

CA $264

CA $321 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Old-Orchard-Beach-Hotels-3BR2BA-5-Min-To-Beachtown.h123630032.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119170000/119163000/119162916/c8306c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119170000/119163000/119162916/cce100f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/120000000/119170000/119163000/119162916/996604cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/120000000/119170000/119163000/119162916/02b3322d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The 87th Townhome - Local Landmark

[](https://www.expedia.ca/Portland-Hotels-The-87th-Townhome-Local-Landmark.h119162916.Hotel-Information)

West End

8.8/10

Excellent

(3)

"Great location"

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

Mark J.

CA $262

CA $626 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Portland-Hotels-The-87th-Townhome-Local-Landmark.h119162916.Hotel-Information)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/a4117721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/5e8a7add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/90b6f46a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120250000/120241700/120241612/1a5fa7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Gray Woodland Escape | Golf, Pool & Cinema

[](https://www.expedia.ca/Gray-Hotels-NEW-Gray-Woodland-Escape-Golf.h120241612.Hotel-Information)

Gray

10/10

Exceptional

(1)

CA $653

CA $1,234 total

includes taxes & fees

Jan 11 - Jan 12, 2026

[](https://www.expedia.ca/Gray-Hotels-NEW-Gray-Woodland-Escape-Golf.h120241612.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/a4fb0107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/8666ed32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/f0535905.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/97000000/96900000/96897200/96897141/3fb8fa35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willard Square Family Home

[](https://www.expedia.ca/South-Portland-Hotels-Willard-Square-Family-Home.h96897141.Hotel-Information)

Willard Beach

9.6/10

Exceptional

(9)

"Thoroughly enjoyed this house! "

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

David W.

CA $441

CA $867 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/South-Portland-Hotels-Willard-Square-Family-Home.h96897141.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/b0ed9b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/64c7c4f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/247157ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113210000/113204000/113203932/6722bb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

[](https://www.expedia.ca/Sebago-Hotels-Charming-Private-3-Bedroom-On-3-Acres-In-Sebago.h113203932.Hotel-Information)

Sebago

10/10

Exceptional

(2)

"The whole stay was perfect from checking in to departure. The pool was great and my 2 granddaughters enjoyed it. The house was very clean and everything stalked fully. Definitely would stay here again."

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

Michele B.

CA $384

CA $647 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/Sebago-Hotels-Charming-Private-3-Bedroom-On-3-Acres-In-Sebago.h113203932.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/ff57549d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/c3db4350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/a3316043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117840000/117830700/117830635/51b74722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 6-bedroom waterfront home with WiFi, in beautiful Gray.

[](https://www.expedia.ca/Gray-Hotels-Spacious-6-Bedroom-Waterfront-Home-With-WiFi.h117830635.Hotel-Information)

Gray

CA $620

CA $1,030 total

includes taxes & fees

Dec 23 - Dec 24

[](https://www.expedia.ca/Gray-Hotels-Spacious-6-Bedroom-Waterfront-Home-With-WiFi.h117830635.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=2025-12-30&endDate=2025-12-31&regionId=553248634999118067&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Top North Windham Hotel Reviews

![Hyatt Place Portland Downtown - Old Port Square](https://images.trvl-media.com/lodging/8000000/7490000/7488200/7488159/b4e33349_y.jpg)

### Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent

"Great corner"

[](https://expedia.ca/Portland-Hotels-Hyatt-Place-Portland-Old-Port.h7488159.Hotel-Information)

![The Westin Portland Harborview](https://images.trvl-media.com/lodging/1000000/10000/6300/6273/67608060_y.jpg)

### The Westin Portland Harborview

10/10 Excellent

"Yes"

[](https://expedia.ca/Portland-Hotels-The-Westin-Portland-Harborview.h6273.Hotel-Information)

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/50b0940a_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"It wasn’t free, but it was good (and there was a $25 credit/day applied to all F&B purchases."

[](https://expedia.ca/Portland-Hotels-Cambria-Hotel-Portland-Downtown-Old-Port.h77981687.Hotel-Information)

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/b64a7749_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"Clean room, fun design, very quiet "

[](https://expedia.ca/Portland-Hotels-Aloft-Portland.h68847370.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/e922ee9f_y.jpg)

### Holiday Inn Portland-By the Bay by IHG

10/10 Excellent

"Every thing was perfect, service, accomodations, and friendly staff!!!"

[](https://expedia.ca/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.Hotel-Information)

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/83fe4590_y.jpg)

### Portland Harbor Hotel

10/10 Excellent

"Lovely stay in a beautiful room, appreciated the upgrade. Easy walk to downtown activities. "

[](https://expedia.ca/Portland-Hotels-Portland-Harbor-Hotel.h898621.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/b163ad24_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Perfect room and perfect staff! Excellent on everything "

[](https://expedia.ca/Portland-Hotels-Clarion-Hotel-Portland.h7171.Hotel-Information)

![Canopy by Hilton Portland Waterfront](https://images.trvl-media.com/lodging/65000000/64480000/64474900/64474828/419cdab1_y.jpg)

### Canopy by Hilton Portland Waterfront

10/10 Excellent

"Great location. Clean rooms. Good restaurants with Ken walking distance."

[](https://expedia.ca/Portland-Hotels-Canopy-By-Hilton-Portland-Waterfront.h64474828.Hotel-Information)

![DoubleTree by Hilton Hotel Portland](https://images.trvl-media.com/lodging/1000000/10000/8200/8166/33bb60f2_y.jpg)

### DoubleTree by Hilton Hotel Portland

10/10 Excellent

"Clean rooms and friendly staff! About a 10-15 min drive from downtown Portland."

[](https://expedia.ca/Portland-Hotels-DoubleTree-By-Hilton-Hotel-Portland.h8166.Hotel-Information)

## Find out more about North Windham

## North Windham Vacation Homes information

| Number of reviews | 160                |
| ----------------- | ------------------ |
| Accommodation     | 495 Vacation Homes |
| Lowest Price      | CA $219            |
| Highest Price     | CA $1,234          |

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