Title: Chebeague Island Vacation Rentals from CA $142: Short-Term Rentals for 2026 | Expedia.ca

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![Early morning harbor in Maine](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6046986/e3672dae-ca9d-401e-a41d-f9e424fba1ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=6046986&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chebeague Island vacation rentals

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/72fd64d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/dc500751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/d41dd716.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/cd809bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HomeAwhile

[](https://www.expedia.ca/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

Scarborough

9.6/10

Exceptional

(8 reviews)

"Staff fabulous, very clean"

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

Verronika

CA $130

CA $142 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Scarborough-Hotels-HomeAwhile.h120687259.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/b1bdd4cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/5456fd4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/43f447da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69340000/69337600/69337504/0a77c82a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large suite/private bath/private entrance on quiet street near Thomas Pt. Beach

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

Brunswick

10/10

Exceptional

(147 reviews)

"Lovely space, comfortable bed, very convenient to downtown Brunswick."

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

Kimberly G.

CA $124

CA $165 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Large-Guest-Suite-With-Private-Bath-On-Quiet-Street-Near-Bowdoin-College.h69337504.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/e3612991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/f571f42d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/7a59e0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95170000/95164500/95164444/8c431c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern, Luxurious Cabin in the Woods - 03

[](https://www.expedia.ca/Freeport-Hotels-Modern.h95164444.Hotel-Information)

Freeport

10/10

Exceptional

(6 reviews)

"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "

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

Chris B.

CA $254

CA $440 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Freeport-Hotels-Modern.h95164444.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/710607f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/d67a8ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/c12a4081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124250000/124249600/124249581/2f958b81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

[](https://www.expedia.ca/Georgetown-Hotels-Private-SaunaNear-BeachFirePitForest-ViewPond.h124249581.Hotel-Information)

Georgetown

[](https://www.expedia.ca/Georgetown-Hotels-Private-SaunaNear-BeachFirePitForest-ViewPond.h124249581.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/c367611b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/8109a7cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/d68442a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106060000/106051700/106051622/95c8bd84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Award Winning Luxury Carriage House a short stroll from town!

[](https://www.expedia.ca/Luxury-Carriage-House-A-Short-Stroll-From-Town.h106051622.Hotel-Information)

Bath

10/10

Exceptional

(9 reviews)

"An exceptional property and guest. Would love to stay again next time Thank you Jared and Heather!"

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

Ronald H.

CA $583

CA $896 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Luxury-Carriage-House-A-Short-Stroll-From-Town.h106051622.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/39000000/38370000/38362300/38362276/c4a415d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/39000000/38370000/38362300/38362276/b2770039.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/39000000/38370000/38362300/38362276/9c6364ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38370000/38362300/38362276/w1125h750x0y8-a20e123f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Creation Downtown Brunswick 2King Beds

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Vacation-Creation-Downtown-Brunswick-2king-Beds.h38362276.Hotel-Information)

Brunswick

9.6/10

Exceptional

(19 reviews)

"Stayed here while visiting Bowdoin. Great place!"

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

Deborah B.

CA $178

CA $501 total

includes taxes & fees

Apr 13 - Apr 14

[](https://www.expedia.ca/Boothbay-Harbor-Hotels-Vacation-Creation-Downtown-Brunswick-2king-Beds.h38362276.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/05e180b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/eb286d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/40abc57f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/52000000/51870000/51868500/51868428/c781e65e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

[](https://www.expedia.ca/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.Hotel-Information)

East Deering

10/10

Exceptional

(70 reviews)

"Had a really nice stay. "

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

John F.

CA $957

CA $1,449 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Portland-Hotels-Stunning-And-Spacious-6-BR-Waterfront-House-With-Hot-Tub.h51868428.Hotel-Information)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/18f05291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/ef7a7942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/2db19464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118710000/118703800/118703789/7e56d4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Large, luxurious geodesic dome - 04

[](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information)

Freeport

10/10

Exceptional

(2 reviews)

"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "

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

Hrishi K.

CA $280

CA $480 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Freeport-Hotels-Large.h118703789.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/252d6dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/69ad9bd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/68a7a155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34150000/34141000/34140995/aa465d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camp Forever cottage

[](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

Harpswell

9.6/10

Exceptional

(58 reviews)

"Everything was great, fantastic location!"

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

Dennis H.

CA $259

CA $467 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Harpswell-Hotels-Camp-Forever-Cottage.h34140995.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/4847920a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/d87ce049.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/28000000/27480000/27476300/27476270/259522a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/28000000/27480000/27476300/27476270/10493eba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Centerview cottage

[](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.Hotel-Information)

Harpswell

9.6/10

Exceptional

(59 reviews)

"Great spot to relax and enjoy the beautiful outdoors. Very quiet and amazing views of the water. Everything needed for a comfortable and relaxing getaway. Highly recommend if coming to the area! "

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

Erin

CA $405

CA $655 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/Harpswell-Hotels-Centerview-Cottage.h27476270.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 reviews)

"Had a nice stay! House was great."

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

Karen T.

CA $412

CA $700 total

includes taxes & fees

Mar 26 - Mar 27

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

![TV](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/dbe85b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/fc36ebbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/3645d250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829282/8b898836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom w/ expansive water views

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

West Point

10/10

Exceptional

(3 reviews)

"The host was welcoming. The home was clean, comfortable and the views were outstanding. "

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

Rachel K.

CA $144

CA $296 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Phippsburg-Hotels-Escape-To-Positive-Outlook.h102829282.Hotel-Information)

![Deluxe Suite, 1 King Bed | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/9fd24e5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/b6c98e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed | Living area](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/3eb6def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 2 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/6c222be1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Weldon Hotel

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

Downtown Portland

9.8/10

Exceptional

(96 reviews)

"Clean and comfortable. The gym was great."

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

Shannon

CA $226

CA $350 total

includes taxes & fees

Apr 7 - Apr 8

[](https://www.expedia.ca/Portland-Hotels-The-Weldone-Hotel.h107321604.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/cc7d4138.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/78dcd112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/3e13b9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/92000000/91830000/91824000/91823998/2736d12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Full sized home

[](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

Harpswell

9.8/10

Exceptional

(51 reviews)

"Super clean and lovely place to stay! Highly recommend!"

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

Evan B.

CA $278

CA $506 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Harpswell-Hotels-Full-Sized-Home.h91823998.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/fba8346f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/580db3d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/w1170h776x0y0-8a7e5b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/79000000/78260000/78254100/78254028/e13cee7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Classic New England 1st Floor 3 BR Downtown Brunswick

[](https://www.expedia.ca/Brunswick-Hotels-Classic-New-England-1st-Floor-3-BR-Downtown-Brunswick.h78254028.Hotel-Information)

Brunswick

9.6/10

Exceptional

(9 reviews)

"We had a good time in Brunswick.... great location and jumping off point to explore."

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

Karin S.

CA $172

CA $468 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Brunswick-Hotels-Classic-New-England-1st-Floor-3-BR-Downtown-Brunswick.h78254028.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/070bcabc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/18a4ec99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/7080160d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122860000/122859700/122859633/9e80e946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pine Point Beach private, quaint, charming studio.

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

Blue Point

10/10

Exceptional

(28 reviews)

"A great location to see Portland and surroundings. A very clean and nice place to stay. "

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

Pam B.

CA $154

CA $327 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Scarborough-Hotels-Charming-Studio-In-Delightful-Pine-Poinr-Beach-Area.h122859633.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/456eee4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/5c9e0f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/92b9303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/35000000/34430000/34429200/34429189/ca8a7544.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### City Amenities, Casco Bay Sunrises and Natural Beauty

[](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

East Deering

9.8/10

Exceptional

(127 reviews)

"Perfect location and the host was immediately repsonsive and always friendly!"

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

Jon L.

CA $148

CA $355 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Portland-Hotels-City-Amenities.h34429189.Hotel-Information)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/ac74d9c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/407d9616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/08f71e1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102830000/102829300/102829284/w790h591x5y5-ff173a23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fantastic Waterfront Views

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

West Point

9.8/10

Exceptional

(16 reviews)

"The location and views were incredible. Quiet and relaxing spot."

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

Vanessa W.

CA $181

CA $366 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Phippsburg-Hotels-Fantastic-Waterfront-Views.h102829284.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w505h683x260y0-13655fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w948h683x38y0-5668c518.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w906h683x59y0-0db038ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/104000000/103490000/103484100/103484035/w905h683x59y0-fcd81b07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern style in historic building in downtown Bath

[](https://www.expedia.ca/Bath-Hotels-Modern-Style-In-Historic-Building-In-Downtown-Bath.h103484035.Hotel-Information)

Bath

10/10

Exceptional

(8 reviews)

"Such a great location! We could easily walk all over the cute downtown."

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

Keisha C.

CA $137

CA $305 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Bath-Hotels-Modern-Style-In-Historic-Building-In-Downtown-Bath.h103484035.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/9b6e850e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/9c0d7682.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/w961h954x47y15-8bc5a64b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110560000/110556200/110556144/d0154b2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harborview - Curated East End Escape w/ Parking

[](https://www.expedia.ca/Portland-Hotels-Harborview-Curated-East-End-Escape-W-Parking.h110556144.Hotel-Information)

Munjoy Hill

10/10

Exceptional

(9 reviews)

"What a wonderful weekend in Portland Maine. The property was exceptional and in a great area. We felt comfortable and safe for our stay. We had a great time!"

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

Kristyn E.

CA $383

CA $696 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Portland-Hotels-Harborview-Curated-East-End-Escape-W-Parking.h110556144.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=2026-04-08&endDate=2026-04-09&regionId=6046986&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Aparthotels

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APART_HOTEL)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VILLA)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CABIN)

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## Top Chebeague Island Hotel Reviews

![Aloft Portland Downtown Waterfront ME](https://images.trvl-media.com/lodging/69000000/68850000/68847400/68847370/8a8afa7d_y.jpg)

### Aloft Portland Downtown Waterfront ME

10/10 Excellent

"This property is in a very convenient location for all that downtown Portland has to offer. "

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

![Cambria Hotel Portland Downtown-Old Port](https://images.trvl-media.com/lodging/78000000/77990000/77981700/77981687/2540bb39_y.jpg)

### Cambria Hotel Portland Downtown-Old Port

10/10 Excellent

"Nice & clean. Pull out sofa can use an upgrade though. "

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

![Portland Harbor Hotel](https://images.trvl-media.com/lodging/1000000/900000/898700/898621/1a7f326f_y.jpg)

### Portland Harbor Hotel

8/10 Good

"Very nice room, hotel was clean, staff kind and attentive. The location of thos hotel is great."

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

![Hilton Garden Inn Portland Downtown Waterfront](https://images.trvl-media.com/lodging/1000000/930000/920400/920341/0e1014a3_y.jpg)

### Hilton Garden Inn Portland Downtown Waterfront

10/10 Excellent

"It’s always a pleasure to stay there."

[](https://expedia.ca/Portland-Hotels-Hilton-Garden-Inn-Portland-Downtown-Waterfront.h920341.Hotel-Information)

![Holiday Inn Portland-By the Bay by IHG](https://images.trvl-media.com/lodging/1000000/20000/12000/11991/4e5dab1b_y.jpg)

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

6/10 Okay

"Upon arriving in a rainstorm Google Maps led us to an affiliated garage next to the hotel. There were signs to get to the lobby, but the stairway was chained off. After calling reception I was guided to the hotel basement but not without exposure to the rain. From the basement it was difficult to find the elevator. Signage throughout this process was misleading and inadequate....Also misleading were the hidden costs: parking $20/day; no complimentary breakfast items - we grabbed some coffee, 2 pastries, and 2 fruits for a cost of $37.50\. "

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

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/bf7e40c4_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

10/10 Excellent

"Clean room "

[](https://expedia.ca/Portland-Hotels-Hampton-Inn-Portland-Downtown-Waterfront.h4480291.Hotel-Information)

![Inn at St John Portland In-Town](https://images.trvl-media.com/lodging/1000000/70000/67500/67481/c8f4e76e_y.jpg)

### Inn at St John Portland In-Town

10/10 Excellent

"The room was very cozy and the staff were excellent. Convenient location and parking on site. Would stay again. "

[](https://expedia.ca/Portland-Hotels-Inn-At-St-John-Portland-In-Town.h67481.Hotel-Information)

![LivAway Suites Portland-Scarborough](https://images.trvl-media.com/lodging/117000000/116240000/116230700/116230622/9c7671de_y.jpg)

### LivAway Suites Portland-Scarborough

10/10 Excellent

"Yes"

[](https://expedia.ca/Scarborough-Hotels-LivAway-Suites-Portland-Scarborough.h116230622.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

"It was a wonderful experience "

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

## Find out more about Chebeague Island

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 Chebeague Island. 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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- [Vacation Homes in Chebeague Island ](https://expedia.ca/Chebeague-Island-Private-Vacation-Homes.d6046986-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chebeague Island ](https://expedia.ca/Chebeague-Island-Apartments.d6046986-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chebeague Island ](https://expedia.ca/Chebeague-Island-Condos.d6046986-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chebeague Island ](https://expedia.ca/Chebeague-Island-Cottages.d6046986-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chebeague Island ](https://expedia.ca/Chebeague-Island-Motels.d6046986-aaMotels.Travel-Guide-Accommodation)
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- [B&B in Chebeague Island ](https://expedia.ca/Chebeague-Island-Bed-And-Breakfast.d6046986-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Farmstay in Chebeague Island ](https://expedia.ca/Chebeague-Island-Agritourism.d6046986-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Chebeague Island ](https://expedia.ca/Chebeague-Island-Apart-Hotels.d6046986-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Chebeague Island ](https://expedia.ca/Chebeague-Island-Villas.d6046986-aaVillas.Travel-Guide-Accommodation)
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## Frequently asked questions

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### What's the top vacation rental in Chebeague Island?

### How many vacation rentals are there in Chebeague Island?

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