Holiday rentals in Stockton Springs

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Top-rated holiday rentals in Stockton Springs

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

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Top guest favourite
The exterior of the guest house is showcased with a welcoming porch featuring white railings and four sturdy columns. Green shutters complement the white siding, while plants and gravel create a natural landscape. A house number is displayed prominently above the door.
Home in Belfast
4.97 out of 5 average rating, 183 reviews

[Trending Now]Sail Loft

Just 1 hour from Acadia National Park, "Mayor's Mansion", home to Ralph Johnson, the first Mayor of Belfast and William V Pratt, Chief of Naval Operations during the Depression. Built in 1812 just as the war of 1812 was beginning, this historic Greek Revival is located in the center of Belfast Maine sited along the waters of Penboscot Bay. 2 min walk to the downtown square. 2 bedrooms and 2.5 baths with full kitchen, washer/dryer, and desk for work. No parties that could cause damage or a mess

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, 187 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 cozy seating area features a dark sofa adorned with decorative pillows, positioned near large windows allowing natural light. A small black and red checkered blanket is draped over a wooden bench. A vintage trunk and a black gas fireplace complete the inviting space.
Flat in Belfast
4.94 out of 5 average rating, 328 reviews

Gothic Victorian Carriage House Apartment

This newly renovated carriage house was the original hayloft of the Gilkey House, a historic American Gothic Victorian built in 1879 by the renowned architect George Harding. Unique, private & luxurious, this 2 bdrm apartment is filled with designer touches. Bright & spacious living area is perfect for families & friends to gather, cook & create memories that will last a lifetime. Walk to the best restaurants and shops, the Farmer's Market, Oceanfront Harbor, trails, Front St. Shipyard & Marina.

Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 132 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Guest favourite
The spacious kitchen features modern appliances and a large granite island with bar stools. Light wood paneling and flooring create a warm atmosphere. A comfortable living area with seating is visible, along with large windows that provide views of the surrounding outdoors.
Home in Belfast
4.9 out of 5 average rating, 109 reviews

Entire House/Mill/modern vintage on 35 Acre Pond

The house has a access trail to 35 acre Mason Pond. This newly built home has an abundance of open space with native wood walls and ceilings. The kitchen and living room is on the second floor capturing views of surrounding hills and distant ocean. 2nd fl A/C only .The second floor has sliding glass doors opening to a 36 ft covered deck.The 2 bedrooms are on the 1st floor with queen size beds. Both bedrooms have 10 foot ceilings with their own private French doors access to yard & 6 acre field

Top guest favourite
Tiny home in Surry
4.96 out of 5 average rating, 168 reviews

Tiny House at Wooded Bliss Homestead

On the edge of our family homestead overlooking meadow & forest, this tiny house offers a quiet, cozy refuge only 40 minutes from Acadia National Park. There's a twin daybed on the ground floor & a double futon in the loft. Full kitchen & tiny bathroom with shower too. A heat pump keeps the place toasty warm or nice and cool. The tiny house and meadow are very private on the edge of the property, and just for you. Our family's gazebo, fire pit, hammock, trail & garden are shared with guests.

Top guest favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.98 out of 5 average rating, 182 reviews

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Top guest favourite
The exterior of a two-story brick building is shown, featuring large windows and bright signage that reads 'Coffee & Bikes.' A bicycle is displayed in the window, and a teal bike is parked outside. Red adirondack chairs are arranged in front, adding a welcoming touch to the scene.
Flat in Belfast
4.99 out of 5 average rating, 196 reviews

Harborview Escape Downtown Belfast

Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

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, 404 reviews

Belfast Harbor Loft

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.

Guest favourite
A charming bungalow style house is set among lush greenery. The front porch features a simple railing and steps leading up to the entrance. Surrounding landscaping includes various plants and a vibrant red leafed tree, creating a welcoming atmosphere.
Cottage in Belfast
4.77 out of 5 average rating, 432 reviews

Cozy Belfast Home Away from Home

This house is walking distance from downtown Belfast, Belfast Rail Trail, and Belfast Harbor. It's a romantic nest for two or a crash pad for up to six. Live comfortably while gaining easy access to all the cool adventures Mid-Coast Maine offers. Please note this is an older house with a basement sump pump. It is eco-friendly - I don't use pesticides. You may see harmless house spiders. It is NOT a good fit for those with severe dust or mold allergies, or with severe cat allergies.

Top guest favourite
A screened porch offers a view of Penobscot Bay, featuring two green wicker chairs adorned with floral cushions. The scenery includes a lush lawn and Adirondack chairs positioned for relaxation, with water visible in the background and distant hills framing the horizon.
Cottage in Belfast
4.99 out of 5 average rating, 154 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
A light-filled studio space features a king-size bed with a light-coloured patterned bedspread, accompanied by two reclining chairs and a small table. Multiple windows provide ample natural light, while wood ceilings and floors enhance a warm atmosphere.
Flat in Deer Isle
4.99 out of 5 average rating, 337 reviews

The Reach Retreat

Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!

Popular amenities for Stockton Springs holiday rentals

When is the best time to visit Stockton Springs?

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Avg. price$176 SGD$179 SGD$194 SGD$254 SGD$245 SGD$277 SGD$311 SGD$302 SGD$257 SGD$257 SGD$212 SGD$212 SGD
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Stockton Springs?

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

  • Are there pet-friendly vacation rentals in Stockton Springs?

    Four-legged friends are welcome in Stockton Springs. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Do house rentals in Stockton Springs have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Stockton Springs. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Stockton Springs have air conditioning?

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

  • Are there family-friendly house rentals in Stockton Springs?

    Stockton Springs has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Stockton Springs have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Stockton Springs. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Stockton Springs?

    Experience the best of Stockton Springs with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Stockton Springs?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 30 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Stockton Springs

  • Total holiday rentals

    Explore 70 holiday rentals in Stockton Springs

  • Nightly prices starting at

    Stockton Springs holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,630 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Stockton Springs holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Stockton Springs rentals

  • 4.9 Average rating

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

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