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Cousins Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Cousins Island vacation rentals

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

1. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (126 reviews)
"Really nice room and location"
United States
Victoria
$287 nightly
The price is $306
Nov 2 - Nov 3
Total with taxes and fees
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

2. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
$420 nightly
The price is $458
Nov 11 - Nov 12
Total with taxes and fees
Evalina Hotel
A room with a sliding glass door leading to an outdoor deck with Adirondack chairs and a table.

3. Three bedroom in United States of America, Freeport

Three bedroom in United States of America, Freeport
Freeport
10.0 out of 10, Exceptional, (13 reviews)
"All we could say was wow! Words cannot express the view from this house! It looked like a picture! Beautiful view, fully loaded kitchen, spacious, comfortable beds, everything was perfect. I have the worst cell service and I couldn’t get the app to work but David answered my call right away and helped us get in. I’d highly recommend this property and we can’t wait to come back!"
United States
Michael L.
$816 nightly
The price is $889
Nov 8 - Nov 9
Total with taxes and fees
Three bedroom in United States of America, Freeport
A spacious living room with a sofa, ottoman, and coffee table, a dining area with chairs, and a kitchen with cabinets and appliances.

4. Luxe 5 Bed/ 3 Bath with Game Room & AC

Luxe 5 Bed/ 3 Bath with Game Room & AC
Yarmouth
10.0 out of 10, Exceptional, (4 reviews)
"What a great place to stay! The home is very clean and very quiet. Our host was very responsive to any questions we had. We would book this one over and over again."
United States
Michelle T.
$1,045 nightly
The price is $1,139
Oct 20 - Oct 21
Total with taxes and fees
Luxe 5 Bed/ 3 Bath with Game Room & AC
A cabin with two chairs facing a fire pit, surrounded by trees.

5. Modern cabin w/ full bath & kitchenette - 03

Modern cabin w/ full bath & kitchenette - 03
Freeport
9.8 out of 10, Exceptional, (10 reviews)
"Easy check in process. More than clean, it looked brand new. Overall a great stay. Kitchen was well stocked with plates, utensils, and cookware. "
United States
Michael H.
$363 nightly
The price is $395
Oct 28 - Oct 29
Total with taxes and fees
Modern cabin w/ full bath & kitchenette - 03
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

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

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (82 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
$1,020 nightly
The price is $1,111
Oct 19 - Oct 20
Total with taxes and fees
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A geodesic dome structure in a forest setting with a visible interior space.

7. Modern dome w/ full bath + spa access - 04

Modern dome w/ full bath + spa access - 04
Freeport
10.0 out of 10, Exceptional, (5 reviews)
"Pet friendly and the experience is just amazing. Thank you for having us! "
United States
Rene B.
$395 nightly
The price is $430
Oct 21 - Oct 22
Total with taxes and fees
Modern dome w/ full bath + spa access - 04
A wooden house with a deck and a stone pathway leading to a grassy area.

8. Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean

Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
Freeport
10.0 out of 10, Exceptional, (18 reviews)
"Hosts were very responsive with messages. The stay was clean and comfortable."
United States
Hana L.
$319 nightly
The price is $341
Oct 20 - Oct 21
Total with taxes and fees
Waterfront Couples Retreat w/Porch, Private Patio, Freeport, Near LL Bean
A street lined with buildings, one with a red door and a sign that reads "MINATO".

9. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
$265 nightly
The price is $289
Oct 26 - Oct 27
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
A wooden deck with outdoor seating and string lights.

10. Full sized home

Full sized home
Harpswell
9.8 out of 10, Exceptional, (75 reviews)
"The house was lovely and well kept and in a great location."
United States
Angela M.
$339 nightly
The price is $369
Oct 27 - Oct 28
Total with taxes and fees
Full sized home
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

11. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.4 out of 10, Exceptional, (32 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
$211 nightly
The price is $230
Nov 1 - Nov 2
Total with taxes and fees
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Exterior

12. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (114 reviews)
"Fantastic host, fantastic place, fantastic location. 30 second walk out to a massive green lawned park overlooking the water. Easy stroll downtown. Dan was a very friendly, welcoming, and accommodating host. We had a great stay and would return again."
United States
Ryan S.
$426 nightly
The price is $464
Oct 18 - Oct 19
Total with taxes and fees
Ocean View East End Studio in a Historic Victorian
A coastal view with a house, a tree, and a beach.

13. Willard By the Sea - 30 ft to the beach- 2nd floor

Willard By the Sea - 30 ft to the beach- 2nd floor
Willard
10.0 out of 10, Exceptional, (15 reviews)
"Fantastic beach location and comfortable unit equipped with air conditioning (essential during the heat wave that occurred during our stay). Clean rooms, good size and full kitchen; comfortable furnishings.Only caution is that this is a beach-side location and appears to have a bit of a price premium for that reason. It’s justified but only if you’re planning to make good use of the beach."
United States
Gerald B.
$535 nightly
The price is $564
Nov 16 - Nov 17
Total with taxes and fees
Willard By the Sea - 30 ft to the beach- 2nd floor
A beach with a wooden chair and a small building in the background.

14. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (71 reviews)
"Property manager was very kind but a little hard to get a hold of. Owner of the property was amazing and in contact immediately. The house is quaint, cute and perfect for a beautiful stay on the coast. We enjoyed the location more than anything. The owners left a binder with a lot of very helpful information for restaurants, stores, etc. If you want to stay in the area, you can walk almost anywhere. All in all we loved our stay and would return."
United States
James
$457 nightly
The price is $498
Nov 9 - Nov 10
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
A street lined with buildings, one with a red door and a sign that reads "MINATO".

15. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (189 reviews)
"The property is well equipped for a long weekend. Parking was convenient. The location offered a quiet place to stay just minutes from Portland’s bustling commercial corridors. Will definitely look to book again on our next visit."
United States
William
$359 nightly
The price is $392
Oct 18 - Oct 19
Total with taxes and fees
Glorious getaway on Portland's Eastern Promenade.
A garden with a stone bridge over a small stream, surrounded by various plants and flowers.

16. Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking

Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"10/10 would stay again Close to nice bars,restaurants, gas stations. Clean apartment. Host was very nice! "
United States
Mary C.
$383 nightly
The price is $418
Nov 2 - Nov 3
Total with taxes and fees
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

17. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
$426 nightly
The price is $431
Oct 27 - Oct 28
Total with taxes and fees
Orchid Harbor, Bailey Island 3BR
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

18. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
$109 nightly
The price is $111
Oct 18 - Oct 19
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking
A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

19. Great suburban location close to town!

Great suburban location close to town!
Deering Center
10.0 out of 10, Exceptional, (2 reviews)
"Small but cozy space, well kept, good value for the price and has all the amenities you could expect. Would be happy to stay here again."
United States
Peter H.
$95 nightly
The price is $97
Oct 25 - Oct 26
Total with taxes and fees
Great suburban location close to town!
A modern kitchen with a central island, two stools, skylights, and a view of the outdoors.

20. East End Guesthouse

East End Guesthouse
Munjoy Hill
10.0 out of 10, Exceptional, (4 reviews)
"Fabulous stay!! Felt like we were living in a Crate & Barrel catalog. Great location. "
United States
Ashleigh F.
$369 nightly
The price is $402
Oct 27 - Oct 28
Total with taxes and fees
East End Guesthouse
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.
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Top Cousins Island Hotel Reviews

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

8/10 Good
"The location was perfect to walk around and explore the port. Easily discover restaurants,shops, and directly across from art museum. Room had a nice bay view (extra for bay) surfaces were clean but need a more thorough cleaning as we found items under the couch. Food options are available but with so many restaurants only steps away I would venture out from the hotel. Breakfast was standard buffet,did not have their dinner (available at buffet location). Pool and amenities seemed underutilized and neglected as pool was freezing (stated that pool was 86 but felt like 64), a bit dirt need to be removed and saunas took a long time to heat up. Not terrible just kinda of there. Gym looked ok. Staff was a bit of a mix bag, First Lady was helpful but blunt( we were early so I get it), second who check us in had computer issues not her fault but she forgot to give us food vouchers lucky later we asked and received , third gave us food vouchers and was very very kind and helpful. If you visit make sure you’re not early, tell them you have the breakfast, and if the pool is cold tell someone. Easy access to parking garage but pricey (should be included with stay… hey who said that) recommend for travelers with no car as old port is near and area is walkable."
Marissa 2-night trip
Posted 1 hour ago
Holiday Inn Portland-By the Bay by IHG

Find out more about Cousins Island

Everything you need to know about Cousins 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 Cousins 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 Cousins Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cousins Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cousins 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 Cousins 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 $111 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 Cousins Island rentals

At Expedia, we put the best Cousins 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 Cousins 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 Cousins 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 Cousins 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.

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