Search Condo Rentals in Squirrel Island

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Condo Rentals in Squirrel Island

Our top choices for Squirrel Island condo rentals

Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Interior

Riverfront condo w/ deck overlooking the water - steps to dining & shopping

9.0 out of 10, Wonderful, (47)
"We have traveled Midcoast Maine since childhood and have always admired this historic riverfront Wiscasset building. We were so happy for the opportunity to stay here! The space is thoughtfully arranged as both an homage to its history and a cozy living space with gorgeous Sheepscot views. Perfect landing spot for Wiscasset's beautiful walking tour, eateries and shops. We loved every minute. Thank you!"
Riverfront condo w/ deck overlooking the water - steps to dining & shopping
Shipwright @ The Offshore House
Smart TV

Shipwright @ The Offshore House

9.4 out of 10, Exceptional, (12)
"Luv the area and the room location was great A few steps from Bets fish and chips short drive into town "
The price is SAR 784
SAR 1,360 total
includes taxes & fees
6 Sep - 7 Sep
Shipwright @ The Offshore House
Walking Distance To Shops, Restaurants And Footbridge
Fridge, microwave, oven, stovetop

Walking Distance To Shops, Restaurants And Footbridge

10.0 out of 10, Exceptional, (43)
"This is a great place right downtown which makes for easy walking access. Would definitely stay again!"
Walking Distance To Shops, Restaurants And Footbridge
New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery
Fridge, microwave, oven, stovetop

New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery

9.2 out of 10, Wonderful, (69)
"Reds Lobster roll is definitely worth the hype!!"
New Riverfront Condo in Sheepscot Harbour - Walk to Famed Seafood Eatery
Waterfront Condo in Boothbay Harbor
Property grounds

Waterfront Condo in Boothbay Harbor

10.0 out of 10, Exceptional, (3)
"Location was perfect! And the host even better! Highly recommend!!"
Waterfront Condo in Boothbay Harbor
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Outdoor dining

Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location

9.4 out of 10, Exceptional, (19)
"Loved the location, lots of activity but also very private and relaxing. Great place, everyone was really nice and friendly"
Oceanfront, dog-friendly condo with Boothbay Harbor views & prime location
Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi
Fridge, microwave, oven, stovetop

Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi

8.2 out of 10, Very Good, (21)
"Great place to relax and jump out to surrounding areas from! "
Water-view condo at Sheepscot Harbour Resort with deck, full kitchen, and WiFi
Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony
Fridge, microwave, oven, stovetop

Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony

9.4 out of 10, Exceptional, (60)
"Great place to stay"
Stylish Condo at Sheepscot Harbor Resort w/Free WiFi, River Views, & Balcony
Mabel's Maine Studio on the River
Exterior

Mabel's Maine Studio on the River

10.0 out of 10, Exceptional, (1)
"Loved it. (Felt price was a bit high, but appreciated that we could have our small dog with us) . Bed is comfortable and loved the location. Thank you "
Mabel's Maine Studio on the River
Seabed @ The Offshore House
Outdoor dining

Seabed @ The Offshore House

9.8 out of 10, Exceptional, (13)
"This was a great place to stay that let me explore the area I wanted to."
Seabed @ The Offshore House
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Fridge, microwave, oven, stovetop

Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets

2.0 star property
9.6 out of 10, Exceptional, (5)
"This was a great condo. We really enjoyed watching the action on the harbor from the covered deck. The furnishings and appliances were brand new. There was plenty of room for a group with the layout of the bedrooms. It was very convenient to have the restaurant in the same building and it was a short drive to downtown. Our only suggestions would be to add a coffeemaker and directions for the dishwasher and garbage removal.Also it would be helpful to explain the parking situation and that the...
Elegant Oceanfront Condo with Stunning Harbor Views & Spectacular Sunsets
Two room condo with ocean view! First floor with a Handicap Bathroom!
Terrace/patio

Two room condo with ocean view! First floor with a Handicap Bathroom!

8.4 out of 10, Very Good, (19)
"Enjoyed being on the water, fun to explore the Boothbay area, so many places to explore!!"
Two room condo with ocean view! First floor with a Handicap Bathroom!
New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort
Fridge, microwave, oven, stovetop

New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort

9.0 out of 10, Wonderful, (32)
"Nice view, convenient location. Bedroom was way too small."
New Condo w/Water-View Deck in Edgecomb's Sheepscot Harbour Resort
Solitude @ The Offshore House
1 bedroom, iron/ironing board, free WiFi

Solitude @ The Offshore House

9.6 out of 10, Exceptional, (5)
"Awesome place will stay again… Owners were a pleasure to deal with."
The price is SAR 784
SAR 1,352 total
includes taxes & fees
8 Sep - 9 Sep
Solitude @ The Offshore House
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Property grounds

1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.

10.0 out of 10, Exceptional, (48)
"This is a great place to stay. Very close to downtown, Karen is extremely helpful, and the deck is a wonderful spot to enjoy the water and nature. I’m coming back!!"
1890 Captain's House N.E. Charm w/Water Views over Mill Cove 5mins walk to town.
Simple living in Midcoast Maine
Fridge, microwave, oven, stovetop

Simple living in Midcoast Maine

10.0 out of 10, Exceptional, (1)
"Great location, close to everything I wanted to do. Grocery store and restaurants near by.. state parks and preserves to walk. Condo was clean and comfortable,with easy access. Nice balcony looking out over the green space in the back. Great place to have coffee in the morning - I even saw a deer one morning!"
Simple living in Midcoast Maine
Cozy Forest Cottage | Stone FP | No Hidden Fees
Pool

Cozy Forest Cottage | Stone FP | No Hidden Fees

Cozy Forest Cottage | Stone FP | No Hidden Fees
Cozy Forest Cottage + 2 Porches | No Hidden Fees
Pool

Cozy Forest Cottage + 2 Porches | No Hidden Fees

Cozy Forest Cottage + 2 Porches | No Hidden Fees
Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Pool

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees

Boothbay Cottg | Oceanfront+Deck | No Hidden Fees
Oceanfront Condo on Bailey Island with Ocean Views
Property grounds

Oceanfront Condo on Bailey Island with Ocean Views

Oceanfront Condo on Bailey Island with Ocean Views
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Squirrel Island Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"It wasn’t a fancy place, but they had a heated pool, even though the Jacuzzi was empty, and a nice breakfast the next day"
Gail 1-night trip
Posted 6 days ago
Flagship Inn and Suites
Newagen Seaside Inn

Newagen Seaside Inn

10/10 Excellent
"Cozy inn. Beautiful property. Such nice employees. Very relaxing stay. "
Diana 2-night trip
Posted 2 weeks ago
Newagen Seaside Inn

Frequently asked questions

Why book your condo in Squirrel Island with Expedia?
We think that getaways should be stress-free, so if you're on the lookout for condos at the perfect price, Expedia has got you covered. Save cash and choose something small and cozy, or splurge on 5-star accommodations and really spoil your crew. Take advantage of our search filters to find a place in Squirrel Island that suits your style.
How can I find cheap condos in Squirrel Island?
Expedia can help you narrow your search for cheap condos in Squirrel Island. To find your dream stay in just a few keystrokes, try out our handy filter tool to refine your search by budget, star rating and amenities.