A calm lake with boats, rocky shore, and distant hills.

Sears Island Vacation Rentals

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 Sears Island vacation rentals

A patio with a table and chairs, surrounded by a grassy lawn and a wooded area.

1. Country Charm: Cozy getaway in delightful Searsport

Country Charm: Cozy getaway in delightful Searsport
Searsport
9.4 out of 10, Exceptional, (29 reviews)
"Great place. Beautiful location. Clean and pet friendly"
United States
Tri C.
$156 nightly
The price is $170
Oct 30 - Oct 31
Total with taxes and fees
Country Charm: Cozy getaway in delightful Searsport
A serene lakeside setting with a wooden dock and a gazebo.

2. Cozy Cabin By The Pond, Sleeps 2

Cozy Cabin By The Pond, Sleeps 2
Waldo
10.0 out of 10, Exceptional, (234 reviews)
"This was my favorite place to stay. Like having a little home of our own in Maine. Close to all the places we wanted to see."
United States
Janeen
$185 nightly
The price is $201
Nov 1 - Nov 2
Total with taxes and fees
Cozy Cabin By The Pond, Sleeps 2
A wooden cabin with a door and window, surrounded by dense forest.

3. Restful Maine Cabin 6 • Fire Pit • Sauna • Beach

Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
Stockton Springs
10.0 out of 10, Exceptional, (12 reviews)
"The cabin we stayed in was beautiful and very clean. Our dog even loved the stay, we will definitely be back!"
United States
Marissa
$240 nightly
The price is $261
Nov 4 - Nov 5
Total with taxes and fees
Restful Maine Cabin 6 • Fire Pit • Sauna • Beach
A modern building with a dark exterior, a wooden door, and a small porch area.

4. NEW Dreamy cabin overlooking Penobscot Bay

NEW Dreamy cabin overlooking Penobscot Bay
Stockton Springs
10.0 out of 10, Exceptional, (1 review)
"Just book it!!! This beautiful cabin is even better than in pictures! The property is so peaceful and a great place to explore Maine coastal area. We stopped on our way up to Bar Harbor, I wish we had time to stay longer! The cabin was brand new had beautiful hand crafted wooden elements. The inside was spotless with so many smart uses of space. The decor was something that stood out to me, it felt so posh and thoughtful with the interior design. We stayed with my teenage son- he approved and we...
United States
Dana B.
$296 nightly
The price is $322
Nov 3 - Nov 4
Total with taxes and fees
NEW Dreamy cabin overlooking Penobscot Bay
A wooden cabin with two Adirondack chairs outside, surrounded by a forested area with a gravel path and rocks.

5. Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit

Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit
Stockton Springs
10.0 out of 10, Exceptional, (9 reviews)
"The cabin was cozy and clean, providing just what we needed for a comfortable stay. Our host was fantastic; I had an issue receiving his messages, but it was resolved during our visit. The location is convenient, just a 40-minute drive to and from Bangor Airport and a little over an hour's drive to Acadia National Park. I highly recommend this cabin."
United States
Shoko
$240 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit
A cabin with a wooden exterior, surrounded by large rocks and trees.

6. Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna

Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
Stockton Springs
10.0 out of 10, Exceptional, (19 reviews)
"We enjoyed our time, the cabin is cute but super convient and perfect use of the space. "
Netherlands
Marten K.
$240 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna
A cabin with two windows, a door, and two chairs outside.

7. Cabin 1 Near Sandy Point Beach + Wood-Fired Sauna

Cabin 1 Near Sandy Point Beach + Wood-Fired Sauna
Stockton Springs
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful setting, great views. Clean cabin with a very comfortable bed. No kitchen, but brought the coleman stove and it worked perfectly! Definitely recommend."
United States
Karen C.
$240 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Cabin 1 Near Sandy Point Beach + Wood-Fired Sauna
A cabin with a wooden exterior, surrounded by large rocks and trees.

8. Cabin 4 • Unwind in Nature • Beach • Cedar Sauna

Cabin 4 • Unwind in Nature • Beach • Cedar Sauna
Stockton Springs
10.0 out of 10, Exceptional, (5 reviews)
"Cabin small, very cozy had everything we needed, peace and quiet . Very clean!"
United States
Kathy P.
$238 nightly
The price is $259
Nov 8 - Nov 9
Total with taxes and fees
Cabin 4 • Unwind in Nature • Beach • Cedar Sauna
A wooden cabin with a door and window, surrounded by dense forest.

9. Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna

Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna
Stockton Springs
10.0 out of 10, Exceptional, (10 reviews)
"Lovely little cabin in an ideal location. Would definitely stay there again."
United States
oliver w.
$248 nightly
The price is $271
Nov 5 - Nov 6
Total with taxes and fees
Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna
A wooden deck with a glass door, two Adirondack chairs, and a bench.

10. NEW BUILD Midcoast cabin! Sauna & walk to beach

NEW BUILD Midcoast cabin! Sauna & walk to beach
Stockton Springs
$312 nightly
The price is $340
Nov 8 - Nov 9
Total with taxes and fees
NEW BUILD Midcoast cabin! Sauna & walk to beach
A room with a large window overlooking a lake, two chairs, a table with a vase of flowers, and a small sailboat model.

11. Bayside vista

Bayside vista
Bucksport
10.0 out of 10, Exceptional, (31 reviews)
"We loved this beautiful home. The view is breath taking day and night. Spacious and super clean with many amenities like a coffee/tea bar, shower with complimentary shampoo/wash and more!"
United States
Lee
$313 nightly
The price is $341
Nov 1 - Nov 2
Total with taxes and fees
Bayside vista
A hot tub with two chairs and a fire pit in a wooded area.

12. Timberlight Retreat | Tiny Home Cabin

Timberlight Retreat | Tiny Home Cabin
Winterport
10.0 out of 10, Exceptional, (1 review)
"This was the first time I’ve ever stayed in a Tiny home and it was adorable. An experience I am so happy to have had a chance to try. The firepit and hot tub were very relaxing."
United States
Christy L.
$250 nightly
The price is $272
Oct 26 - Oct 27
Total with taxes and fees
Timberlight Retreat | Tiny Home Cabin
A deck with a table and chairs, a potted plant, and a view of a lake.

13. Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.

Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.
Penobscot
10.0 out of 10, Exceptional, (1 review)
"None of us wanted to leave. The Roost will be our first choice whenever we return. Barb and Les made us feel right at home. We had deer and turkey visit the yard and the bird watching from the dock was excellent. I can't find a single thing to improve upon here. "
United States
Cindy C.
$383 nightly
The price is $417
Oct 21 - Oct 22
Total with taxes and fees
Rustic luxury waterfront apartment, 2 decks, kayaks, fireplace, peace & beauty.
Blue Hill Food Co-op

14. Brand new farm cottage close to downtown Blue Hill and Acadia National Park

Brand new farm cottage close to downtown Blue Hill and Acadia National Park
Blue Hill
9.4 out of 10, Exceptional, (41 reviews)
"Quiet and relaxing location."
United States
Al L.
$166 nightly
The price is $181
Nov 1 - Nov 2
Total with taxes and fees
Brand new farm cottage close to downtown Blue Hill and Acadia National Park
A modern bathroom with a round mirror, a wooden vanity, a towel rack, and a brick wall.

15. Blueprint Suite at Spofford Lodge

Blueprint Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (11 reviews)
"Had a wonderful stay. The property is beautiful and each room is professionally decorated with a high end touch."
United States
Gay M.
$221 nightly
The price is $237
Nov 2 - Nov 3
Total with taxes and fees
Blueprint Suite at Spofford Lodge
A cozy room with a large arched window, a potted plant on a wooden side table, and two white armchairs.

16. Inkwell Suite at Spofford Lodge

Inkwell Suite at Spofford Lodge
Bucksport
10.0 out of 10, Exceptional, (21 reviews)
"Property was very nice, clean and Lisa our host was very nice and helpful. Great place, highly recommend!"
United States
brian g.
$216 nightly
The price is $231
Nov 9 - Nov 10
Total with taxes and fees
Inkwell Suite at Spofford Lodge
A wooden deck with a railing, surrounded by trees.

17. New Enchanting Retreat near Acadia National Park

New Enchanting Retreat near Acadia National Park
Blue Hill
10.0 out of 10, Exceptional, (3 reviews)
"The property is lovely and the host is friendly. Very cute cabin and landscape. Perfect for one or two people, the bed was comfy too."
United States
Shannon H.
$232 nightly
The price is $253
Oct 22 - Oct 23
Total with taxes and fees
New Enchanting Retreat near Acadia National Park
A wooden deck with wicker rocking chairs overlooking a lake.

18. SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
Penobscot
10.0 out of 10, Exceptional, (9 reviews)
"This cottage was truly lovely, comfortable and with an absolutely beautiful view. Barbara was an excellent host. I intend to book here again five star for sure."
United States
Mike C.
$377 nightly
The price is $411
Oct 25 - Oct 26
Total with taxes and fees
SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature
A row of mobile homes with individual porches and steps leading to the entrance.

19. The Green Cottage@ Twin Hills Cottages

The Green Cottage@ Twin Hills Cottages
Ellsworth
9.6 out of 10, Exceptional, (14 reviews)
"Lovely and easy stay "
United States
Eleni C.
The Green Cottage@ Twin Hills Cottages
A tent interior with a sofa, two chairs, a bed, and a view of greenery outside.

20. Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.

Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
Frankfort
10.0 out of 10, Exceptional, (3 reviews)
"Very impressive place. Right on the water and plenty of space between sites. If I had any questions got back to me in a timely fashion."
United States
Wayne L.
$210 nightly
The price is $229
Oct 19 - Oct 20
Total with taxes and fees
Quaint 1-bedroom Bell Tent in charming Frankfort, ME perfect for nature lovers.
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 Sears Island Hotel Reviews

Yankee Clipper Motel

Yankee Clipper Motel

8/10 Good
"It was a nice overnight stay for our needs (our handicapped friend, my wife and me). The manager was very helpful and provide very good service, as well."
Bobbie 1-night trip
Posted 2 hours ago
Yankee Clipper Motel

Find out more about Sears Island

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

Sears Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Sears 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 Sears 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 $408 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 Sears Island rentals

At Expedia, we put the best Sears 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 Sears 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 Sears 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 Sears 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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