Title: Chebeague Island Vacation Rentals from $93: Search Short-Term Rentals | Expedia.com

[Chebeague Island Travel Guide](https://expedia.com/Chebeague-Island.dx6046986)[Hotels in Chebeague Island](https://expedia.com/Chebeague-Island-Hotels.d6046986.Travel-Guide-Hotels)[Flights to Chebeague Island](https://expedia.com/Cheap-Flights-To-Chebeague-Island.d6046986.Travel-Guide-Flights)[Car Rentals in Chebeague Island](https://expedia.com/Car-Rentals-In-Chebeague-Island.d6046986.Car-Rental-Guide)[Chebeague Island Vacation Packages](https://expedia.com/Chebeague-Island.d6046986.Destination-Travel-Guides)

![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)

## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6046986&startDate=2026-07-03&endDate=2026-07-05&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)

![Exterior](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/84c39a93.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)

![Desk, laptop workspace, free WiFi](https://images.trvl-media.com/lodging/121000000/120690000/120687300/120687259/ae36bb84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HomeAwhile

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

Scarborough

$86 nightly

$93 total

Mar 11 - Mar 12

Total with taxes and fees

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

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/6c7f415b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/9cfa1f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/dd3708d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/124000000/123520000/123511200/123511193/2053e438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1 Mi to Maine Street! Mcm-style Home in Brunswick

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

Brunswick

$247 nightly

$270 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Brunswick-Hotels-1-Mi-To-Main-Street-Mcm-Style-Home-In-Brunswick.h123511193.Hotel-Information)

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

![Exterior](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/47d4aaab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Studio Suite, 1 King Bed | Premium bedding, in-room safe, laptop workspace, blackout drapes](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 | LCD TV, Netflix, streaming services, music library](https://images.trvl-media.com/lodging/108000000/107330000/107321700/107321604/3eb6def3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Weldon Hotel

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

Downtown Portland

9.8/10

Exceptional

(94 reviews)

"Loved this place and would definitely stay here next time we go back."

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

Eleni

$235 nightly

$250 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Portland-Hotels-The-Weldone-Hotel.h107321604.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.com/Hotel-Search?startDate=2026-03-24&endDate=2026-03-25&regionId=6046986&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_6046986)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=VILLA)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=APART_HOTEL)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Chebeague+Island%2C+Maine%2C+United+States+of+America&regionId=6046986&latLong=43.741663%2C-70.107487&adults=2&startDate=2026-06-07&d1=2026-06-07&endDate=2026-06-10&d2=2026-06-10&lodging=CHALET)

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## Top Chebeague Island Hotel Reviews

![Hampton Inn Portland Downtown - Waterfront](https://images.trvl-media.com/lodging/5000000/4490000/4480300/4480291/1dc67cbc_y.jpg)

### Hampton Inn Portland Downtown - Waterfront

8/10 Good

"Be prepared to pay for parking!"

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

![Portland Regency Hotel & Spa](https://images.trvl-media.com/lodging/1000000/930000/920100/920050/d87c36dc_y.jpg)

### Portland Regency Hotel & Spa

4/10 Poor

"Was put here by Expedia due to an error with another hotel. Promised a great room with just as good of a view as I would have had at the other hotel (Hilton Garden Inn). Got a wonderful view of a parking garage and the valet parking lot. Awesome. "

[](https://expedia.com/Portland-Hotels-Portland-Regency-Hotel-Spa.h920050.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Portland DT/Maine Med](https://images.trvl-media.com/lodging/1000000/30000/23500/23500/fcce731f_y.jpg)

### La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good

"The room was clean, staff was helpful. Breakfast is a convenient. "

[](https://expedia.com/Portland-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Portland.h23500.Hotel-Information)

![Clarion Hotel Portland Airport ME](https://images.trvl-media.com/lodging/1000000/10000/7200/7171/c90266f6_y.jpg)

### Clarion Hotel Portland Airport ME

10/10 Excellent

"Great stay"

[](https://expedia.com/Portland-Hotels-Clarion-Hotel-Portland.h7171.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

8/10 Good

"The hotel is great for short notice and is budget friendly. Close to the airport."

[](https://expedia.com/Portland-Hotels-Holiday-Inn-Portland-By-The-Bay.h11991.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

"."

[](https://expedia.com/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

10/10 Excellent

"I stayed with 2 colleagues overnight for a business trip. The staff was superb. Roman and Hannah helped accommodate a means for us to work on our project while at the hotel. So grateful for their kindness. The rooms were well appointed and the lobby cozy with a fire. "

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

![Tru by Hilton Portland Airport Area](https://images.trvl-media.com/lodging/19000000/18960000/18952900/18952854/627581df_y.jpg)

### Tru by Hilton Portland Airport Area

10/10 Excellent

"Never saw an hotel that new but that filthy!! "

[](https://expedia.com/Portland-Hotels-Tru-By-Hilton-Portland-Airport-Area.h18952854.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

"The transit lounge is a fantastic idea (why don’t more hotels understand that travelers can’t always plan to arrive after check-in opens?) Having somewhere to leave bags that that is also easily accessible, with a washroom and amenities, is the definition of customer focused. Great hotel, quiet rooms even facing the water. "

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

## Find out more about Chebeague Island

**Everything you need to know about Chebeague Island vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chebeague Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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

**Chebeague Island vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chebeague Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chebeague Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $93 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Chebeague Island rentals**

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

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

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

## Explore a world of travel with Expedia

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- All accommodation types in Chebeague Island

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- [Vacation Homes in Chebeague Island ](https://expedia.com/Chebeague-Island-Private-Vacation-Homes.d6046986-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Chebeague Island ](https://expedia.com/Chebeague-Island-Apartments.d6046986-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Chebeague Island ](https://expedia.com/Chebeague-Island-Condos.d6046986-aaCondos.Travel-Guide-Accommodation)
- [Cottages in Chebeague Island ](https://expedia.com/Chebeague-Island-Cottages.d6046986-aaCottages.Travel-Guide-Accommodation)
- [Motels in Chebeague Island ](https://expedia.com/Chebeague-Island-Motels.d6046986-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Chebeague Island ](https://expedia.com/Chebeague-Island-Cabins.d6046986-aaCabins.Travel-Guide-Accommodation)
- [B&B in Chebeague Island ](https://expedia.com/Chebeague-Island-Bed-And-Breakfast.d6046986-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Guest Houses in Chebeague Island ](https://expedia.com/Chebeague-Island-Guest-Houses.d6046986-aaGuestHouses.Travel-Guide-Accommodation)
- [Farmstay in Chebeague Island ](https://expedia.com/Chebeague-Island-Agritourism.d6046986-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Chebeague Island ](https://expedia.com/Chebeague-Island-Apart-Hotels.d6046986-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Chebeague Island ](https://expedia.com/Chebeague-Island-Villas.d6046986-aaVillas.Travel-Guide-Accommodation)
- [RV Parks in Chebeague Island ](https://expedia.com/Chebeague-Island-RV-Parks.d6046986-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Chebeague Island ](https://expedia.com/Chebeague-Island-Inns.d6046986-aaInns.Travel-Guide-Accommodation)
- [Castles in Chebeague Island ](https://expedia.com/Chebeague-Island-Castles.d6046986-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Chebeague Island?

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

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

### What can I see and do in Chebeague Island?

### What are vacation rentals like in Chebeague Island?

### Expedia's Latest Trends

Hotels

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- [Portland Oceanfront Hotels](https://expedia.com/Portland-Hotels-Oceanfront-Hotels.0-0-d181420-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Portland Hotels](https://expedia.com/Portland-Hotels.d181420.Travel-Guide-Hotels)
- [Wells Hotels](https://expedia.com/Wells-Hotels.d56045.Travel-Guide-Hotels)
- [Old Orchard Beach Hotels](https://expedia.com/Old-Orchard-Beach-Hotels.d9256.Travel-Guide-Hotels)
- [York Beach Oceanfront Hotels](https://expedia.com/York-Beach-Hotels-Oceanfront-Hotels.0-0-d183307-tOceanfrontHotels.Travel-Guide-Filter-Hotels)
- [Freeport Hotels](https://expedia.com/Freeport-Hotels.d180773.Travel-Guide-Hotels)
- [Portland Cheap Hotels](https://expedia.com/Portland-Hotels-Cheap-Hotels.0-0-d181420-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Augusta Hotels](https://expedia.com/Augusta-Hotels.d452.Travel-Guide-Hotels)
- [South Portland Hotels](https://expedia.com/South-Portland-Hotels.d6769.Travel-Guide-Hotels)
- [Rockland Hotels](https://expedia.com/Rockland-Hotels.d3004.Travel-Guide-Hotels)

Flights

- [Flights to Bangor](https://expedia.com/Cheap-Flights-To-Bangor.d6050918.Travel-Guide-Flights)
- [Flights to Portland](https://expedia.com/Cheap-Flights-To-Portland.d181420.Travel-Guide-Flights)
- [Flights to Bar Harbor](https://expedia.com/Cheap-Flights-To-Bar-Harbor.d561.Travel-Guide-Flights)

Cars

- [Car rentals in Bangor](https://expedia.com/Car-Rentals-In-Bangor.d6050918.Car-Rental-Guide)
- [Car rentals in Portland](https://expedia.com/Car-Rentals-In-Portland.d181420.Car-Rental-Guide)