Holiday rentals in Searsport

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Top-rated holiday rentals in Searsport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guest house in Orland
4.99 out of 5 average rating, 196 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Top guest favourite
A charming modern cottage with a red exterior and a pitched roof stands amidst lush greenery. The covered porch is furnished with comfortable seating, inviting relaxation. Large windows allow natural light to enter, enhancing the welcoming atmosphere of the property.
Home in Northport
4.98 out of 5 average rating, 247 reviews

Cute Midcoast Cottage w Hot Tub

Kick back and relax in this ideally located modern cottage. Enjoy a soak in the hot tub or the peace of the covered porch. Situated in the heart of midcoast Maine, this cottage has it all. An elegant kitchen that awaits your culinary delights, a spacious living area, a primary bedroom with a TV, a kingsize bed and a luxurious bath with a soaking tub and a walk-in rainfall shower, plus twin bunk beds for the kiddos. A small store and a farm to table restaurant are conveniently across the street.

Guest favourite
A spacious screened-in porch is visible, furnished with a white table and chairs. Decorative cushions in green and blue provide comfort. A view of Penobscot Bay is framed by large windows, allowing natural light to fill the space.
Cottage in Belfast
4.93 out of 5 average rating, 117 reviews

Moon Bay Cottage - Absolutely Amazing Bay Views!

Moon Bay Cottage is the quintessential Maine seaside retreat, tucked away in a small cottage community, with beautiful views, and only a few steps away to the private community beach on Penobscot Bay. We named Moon Bay Cottage for our favorite time to visit, when the moon is full, and the moonlight shimmers on the waters of Penobscot Bay. We invite you to come and fall in love with this wonderful spot where you drift to sleep listening to the lapping waters of the Bay, and calls of the Loons.

Top guest favourite
A comfortable living space is complemented by large windows offering expansive views of the surrounding countryside. A gas fireplace adds warmth, and a ceiling fan provides airflow. The seating includes a leather chair and a sofa adorned with decorative pillows, set over a soft area rug.
Guest house in Winterport
5 out of 5 average rating, 114 reviews

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen

Top guest favourite
Bungalow in Sedgwick
4.99 out of 5 average rating, 236 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and luxurious, this 2,000 square foot modern cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 minutes to shopping, hiking, swimming * Stargazing deck * 2 full baths, one with steam shower * Fully equipped kitchen with under-counter fridge/freezer * Two gas fireplaces, one indoors, one on a covered deck * Queen bed with luxurious linens and pillows * WIFI, streaming TV, grill, bar * EV charger

Top guest favourite
Two comfortable chairs are positioned near a large window, offering unobstructed views of the water and surrounding landscape. The space is illuminated by natural light, and a small table between the chairs holds a decorative item, enhancing the serene atmosphere.
Place to stay in Stockton Springs
4.98 out of 5 average rating, 106 reviews

Acadia Region New Oceanfront Cottage

Relax and unwind at this unique waterfront retreat where you can enjoy breathtaking views of the ever-changing tides. Keep an eye out for bald eagles, osprey, and the occasional seal as you soak in the natural beauty around you. This renovated former boathouse combines comfort with convenience, offering the perfect base for your coastal adventures. Situated in Mid Coast, Maine, it's ideally located just an hour from Acadia National Park, 15 minutes from Belfast, and 45 minutes from Camden.

Top guest favourite
A charming cottage is framed by lush green trees and sits along the Penobscot River. The gravel path leads to the entrance, with water visible in the background under a clear blue sky, creating a serene setting for visitors.
Home in Orland
4.97 out of 5 average rating, 142 reviews

Lavender by the Sea

The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Top guest favourite
The exterior of a historic building features a brick facade with large, framed windows. The storefront displays the name 'BOBBY PIN' in elegant lettering. A red door is visible on the right side, contributing to the building's character on a sunny day.
Flat in Belfast
4.97 out of 5 average rating, 411 reviews

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

Top guest favourite
Cottage in Belfast
4.99 out of 5 average rating, 157 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Top guest favourite
The treehouse structure is illuminated at dusk, highlighting its elevated design among tall trees. Soft lighting from the windows enhances its cozy appearance. A spacious deck can be seen extending from the building, inviting relaxation amidst the surrounding forest.
Treehouse in Appleton
4.97 out of 5 average rating, 438 reviews

BREEZE, in a tree The Appleton Retreat

BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

Guest favourite
A wooden deck is visible, featuring a round glass table with a view of the surrounding neighborhood. Beyond the homes, the tranquil waters of Penobscot Bay can be seen, framed by the green trees and clear sky.
Flat in Searsport
4.92 out of 5 average rating, 108 reviews

Bayside Victorian in historic, sea captains' town

Dynamic ocean views in a Victorian in Searsport. 2 bedrooms with a futon in the sitting room. Deck overlooking Penobscot Bay. In town location is steps away from town wharf, groceries, Penobscot Marine Museum, and numerous antique shops. Minutes from Moose Point State Park, Sears Island, Fort Point & Fort Knox state parks, Penobscot Narrows Bridge & Observatory and Belfast. A half hour to Camden and Rockport. An hour to Bar Harbor and Acadia National Park.

Guest favourite
A serene outdoor space features a cozy fire pit surrounded by log seating, amid a lush green forest. The rustic bungalow, with its wooden siding and large windows, sits adjacent to a wooden sauna. A patio umbrella provides shade over the entrance.
Cottage in Searsport
4.91 out of 5 average rating, 119 reviews

Canoe House Bungalow and Spa Retreat ,Searsport

The best medicine for these times is a relaxing getaway in beautiful Maine. The Canoe House Bungalow and Spa Retreat will provide you with serenity, isolation and relaxation, and only walking minutes from many services. Our seven acres of managed hardwood forest, wood fired sauna and wood fired soaking hot tub is yours to enjoy at your leisure for a small fee ($35/$40 per use). Also, 1-2 well mannered pets allowed!

Popular amenities for Searsport holiday rentals

When is the best time to visit Searsport?

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Avg. price$333 SGD$333 SGD$333 SGD$294 SGD$287 SGD$330 SGD$333 SGD$333 SGD$329 SGD$316 SGD$346 SGD$346 SGD
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Frequently Asked Questions

  • How much does it cost to stay in cottage rentals in Searsport?

    Experience the best of Searsport with our cottage rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Searsport?

    Four-legged friends are welcome in Searsport. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Searsport?

    Yes! Work meets play with ease at over 30 vacation rentals in Searsport featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Searsport vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Searsport, available on Airbnb. Make a splash and soak up the sun in style!

  • Do house rentals in Searsport have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Searsport. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Searsport have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Searsport. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Searsport have wifi?

    Absolutely! We offer over 10 cottage rentals with wifi in Searsport. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Searsport have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Searsport. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Cottage Rentals in Searsport?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly vacation rentals in Searsport?

    Searsport has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Searsport

  • Total holiday rentals

    Explore 70 holiday rentals in Searsport

  • Nightly prices starting at

    Searsport holiday rentals start at $102 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,100 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Searsport holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Searsport rentals

  • 4.9 Average rating

    Searsport stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Maine
  4. Waldo County
  5. Searsport