Sears Island Holiday Rentals

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Sears Island

Point Lookout

3.0 star property
9.2 out of 10, Wonderful, (5)
"Great location. Away from the down town bustle, but close enough to enjoy the best of both worlds. Clean cabin, great amenities. "
Point Lookout

1812 Pierce House

3.5 star property
1812 Pierce House

Cozy 2 BR by River- Crooked Steeple Hall

4.0 star property
The price is NZ$643
includes taxes & fees
13 Aug - 14 Aug
Cozy 2 BR by River- Crooked Steeple Hall

Cozy Cabin on Blue Hill Farm

9.8 out of 10, Exceptional, (24)
"The cottage is very well designed and comfortable. The location is not as desirable as it is situated near the road and pigs which makes sitting outside less appealing: there is a sour smell coming from the vegetable matter in the pig’s pen. That said once inside the cabin it is very charming. Even on very hot days the cabin cooled down at night. (No overhead fan in loft but small battery operated fans can be used). The kitchen area could be cleaner and the water from the hose had bits of...
Cozy Cabin on Blue Hill Farm

Unique Coastal Maine Flower Farm Stay

9.6 out of 10, Exceptional, (10)
"The rental is a spacious 2-bedroom apartment overlooking the grounds, greenhouses, and fields of the unique Leafsong farm, out in the quiet and leafy countryside southwest of Belfast. You may meet the peacocks, sheep, mule, and horse who also call this place home. Many treasures to be found at the flower shop on the premises."
The price is NZ$706
includes taxes & fees
14 Aug - 15 Aug
Unique Coastal Maine Flower Farm Stay

Pet-friendly Prospect Apartment: 7 Mi to Beach!

3.0 star property
7.0 out of 10, Good, (2)
"Like: Very private, close to nature, extra blankets available, very clean kitchen and bathroom, towels and cafe k-cups available Didn't like: Mattress, odor in the bathroom, yellow pillow under pillowcase"
Pet-friendly Prospect Apartment: 7 Mi to Beach!

Island log home in Maine with ocean views

10.0 out of 10, Exceptional, (77)
"We had a very cozy and comfortable stay here over the christmas holiday! We had everything we needed to hunker down for a few days. Would absolutely stay here again. "
Island log home in Maine with ocean views

Country Charm: Cozy getaway in delightful Searsport

2.0 star property
9.8 out of 10, Exceptional, (7)
"The set up was different. But it was nice and cozy. I would stay there again."
The price is NZ$366
includes taxes & fees
17 Aug - 18 Aug
Country Charm: Cozy getaway in delightful Searsport

35 Mi to Acadia: Rustic Retreat in Orland!

2.0 star property
35 Mi to Acadia: Rustic Retreat in Orland!

Pine Grove Cottages

2.5 star property
9.8 out of 10, Exceptional, (88)
"Wonderful quiet place, The Host was a great person."
The price is NZ$441
includes taxes & fees
10 Aug - 11 Aug
Pine Grove Cottages

Cozy, ocean-side retreat

9.6 out of 10, Exceptional, (20)
"Views were fantastic could sit in that living room and watch the boats and tide all day long."
The price is NZ$628
includes taxes & fees
4 Sept - 5 Sept
Cozy, ocean-side retreat

Waterfront cottage with deep water dock, ocean front.

9.8 out of 10, Exceptional, (96)
"The cottage was cozy and had everything I needed. The walking path was great for me and my dog. The sunsets were fantastic and my stay great even though it rained most of the time. "
Waterfront cottage with deep water dock, ocean front.

Beach Vacation - Private Balcony - Views

9.8 out of 10, Exceptional, (74)
"We enjoyed this place. It had everything we needed and was located between some places we planned to visit. Good restaurant options nearby."
Beach Vacation - Private Balcony - Views

Cozy Cabin By The Pond, Sleeps 2

10.0 out of 10, Exceptional, (179)
"Extremely cozy, easy to find, great hosts, close to some very cute towns."
The price is NZ$369
includes taxes & fees
25 Aug - 26 Aug
Cozy Cabin By The Pond, Sleeps 2

Sea Captains Cottage!

10.0 out of 10, Exceptional, (5)
"Nice cottage with lots of room. The outdoor area was spacious and new, nice to eat outside with BBQ and patio. Enjoyed our stay over the 4th of July."
Sea Captains Cottage!

Luxury Apartment in the Heart of Blue Hill Village

10.0 out of 10, Exceptional, (243)
"Beautiful place in a great location!"
Luxury Apartment in the Heart of Blue Hill Village

Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

10.0 out of 10, Exceptional, (10)
The price is NZ$268
includes taxes & fees
25 Aug - 26 Aug
Peaceful Getaway: Tiny Home Studio in Sedgwick, Maine

Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

9.0 out of 10, Wonderful, (71)
"My adult children and grandchildren loved staying here. Our first trip to Maine. No harbor view but a short walk to town. Ana was great at responding to air condiyioner issues."
The price is NZ$2,416
includes taxes & fees
23 Aug - 24 Aug
Perfect location ! Harbor Breeze is on Camden Harbor & walking distance to town

NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

10.0 out of 10, Exceptional, (1)
"Great place to stay"
NEW 2025 RV, 1 Bedroom WiFi AC in Serene Winterport with Coast and Bangor nearby

Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun

7.0 out of 10, Good, (2)
"Great little place beautiful location.The owners are very nice "
Charming, Lakeside Studio on Toddy Pond with the best sunrise views & water fun
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

Top Sears Island Hotel Reviews