Family-friendly holiday rentals in Surry

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Top-rated family-friendly rentals in Surry

Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
A modern A-frame cabin is showcased with prominent large windows, allowing natural light to fill the interior. Two white adirondack chairs are positioned on the front deck, which is accessed via a set of stairs, surrounded by lush greenery.
Cabin in Brooksville
4.95 out of 5 average rating, 111 reviews

Relaxing and cozy A-Frame, Maine woods, “Birch”

Come relax in our newly constructed, 4 season modern A frame on the Blue Hill Peninsula. Located in the beautiful town of Brooksville, only 10 mins from Holbrook Island Sanctuary, 15 minute scenic drive to Blue Hill and Deer Isle/Stonington or 1 hour to Bar Harbor/Acadia National Park. Stocked with everything needed to enjoy a relaxing getaway- EV Charger too! Is the property not available when you need it? “Maple” A Frame is just next door. See separate listing for availability OR to book both.

Guest favourite
An outdoor deck features a pair of teal chairs with decorative pillows, arranged to invite relaxation. The entrance to the tiny house is framed by large glass doors, allowing natural light to fill the space. Greenery adds a touch of nature to the welcoming exterior.
Tiny home in Surry
4.91 out of 5 average rating, 182 reviews

SPLASH, the tiny house by the ocean!

Feel the coziness of this tiny house on Newbury Neck, a beautiful peninsula. You'll be surrounded by the Atlantic Ocean between Blue Hill and Acadia National Park. Enjoy the peninsula's Carrying Place Beach, Perry's Lobster Shack, and trails. Come and stay if you love biking, kayaking, walking and hiking. The tiny house (12X8) has a full bath, kitchenette, and a Murphy Bed. FYI, when the bed is out, it will take up most of the living space. It is compact but offers it all! Important correction

Top guest favourite
Tiny home in Surry
4.96 out of 5 average rating, 158 reviews

The Black Haven Tiny Home

This new modern home is anything but ordinary. With four 11 foot windows lining the front of the home it allows for the space to feel light and airy. The bright interior is a perfect contrast to the exterior. Located in a quite neighborhood close to Newbury Neck Beach. This home offers parking, WIFI, a washer and dryer, and an outdoor lounge area. Just a short drive will put you in the heart of Blue Hill where you’ll find great restaurants and cafes. Acadia National Park is just 30 miles away.

Top guest favourite
The charming exterior of a cottage is highlighted by blue wood siding and yellow trim. A flower bed with colorful blooms lines the gravel path leading to the entrance. A decorative birdhouse rests on a tree nearby, complementing the natural surroundings.
Cottage in Surry
4.93 out of 5 average rating, 155 reviews

Loon Sound Cottage, On the Water

Loon Sound Cottage, on beautiful Toddy Pond in Surry, is centrally located between Bar Harbor/Acadia & Blue Hill. Come and enjoy the peace and tranquility of a lakeside oasis while just being a short distance from many sites of interest. Visit nearby Castine, Blue Hill, Bar Harbor, and Acadia National Park. Hear the loons at night, kayak to beaver cove and see an eagles nest. A tranquil and peaceful setting. A perfect balance of rest and adventure. We prefer Sat-Sat. rental but flexible.

Top guest favourite
The modern cabin is set against a backdrop of trees at dusk, showcasing large windows that emit a warm glow. The structure's unique angled roof adds interest, while the surrounding area features a grassy yard with outdoor seating and a path leading towards the entrance.
Home in Surry
4.84 out of 5 average rating, 569 reviews

Modern Maine Beach House

Welcome to our 1970’s modern architecture house meets rustic cabin. Nestled along the coast, this property offers breathtaking ocean walks and serene atmosphere. The house boasts an open concept layout with sunken living room. Featuring expansive windows that flood the space with natural light and invite the beauty of the outdoors in. Art lovers will appreciate our curated collection thoughtfully selected to enhance the mid-century modern design. Deeded beach access; 300 feet to the ocean

Top guest favourite
Tiny home in Surry
4.97 out of 5 average rating, 182 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.

Guest favourite
A lakeside view showcases a cottage surrounded by tall trees, with a wooden deck featuring large windows. Colorful kayaks and a canoe rest on the shore near a sandy waterfront, reflecting the serenity of the calm water.
Cottage in Ellsworth
4.88 out of 5 average rating, 106 reviews

Peaceful Branch Lake Cabin minutes to Acadia

Ellsworth is the gateway to Downeast Maine. Just minutes from Acadia National Park, and Bar Harbor, enjoy relaxing along Ellsworth's pristine 9 mile long 120 foot deep Branch Lake (one of Maine's most best kept secrets)! Our furnished lake side cottage is a perfect place to vacation in Maine. You won't find a more beautiful or convenient, yet secluded spot, anywhere. Enjoy using our kayaks, pedal boat, fishing equipment, and canoe. Go swimming in our sandy waterfront or just relax on shore.

Top guest favourite
A cozy porch is featured at the entrance, highlighted by rustic wooden beams and comfortable seating. Surrounding greenery and distant crops create a serene countryside backdrop, enhancing the peaceful setting of the cottage.
Cottage in Trenton
4.99 out of 5 average rating, 704 reviews

Whitetail by the River, Acadia National Park 10m

Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Top guest favourite
A charming red cottage exterior is framed by lush greenery and tall trees. Steps lead to the entrance, which features decorative accents and an American flag. Potted plants adorn the porch, adding touches of color to this welcoming entryway.
Cottage in Ellsworth
4.99 out of 5 average rating, 114 reviews

Gateway Cottage Inn Acadia Natl Park Bar Harbor

Keep life simple at this cozy, peaceful and private little "cottage in the woods" that feels more like an Inn with little surprises around every corner. Centrally-located to many attractions such as Acadia National Park, Bar Harbor, Whale Watching, Lobster Fishing tours. Less than 5 minutes from local Ellsworth restaurants, shops, gas stations and supermarkets. The sunroom is perfect for morning coffee, winding down with a glass of wine or curling up with a good book on the boat bed.

Top guest favourite
A contemporary wooden home is nestled among tall trees, with a spacious deck extending from the entrance. The natural surroundings and large windows offer scenic views of the lake, creating a serene setting for relaxation.
Home in Surry
4.94 out of 5 average rating, 175 reviews

Gran Den Lakefront Home Near Acadia

Gran Den is a large, kid-friendly home on the sunset side of a 9 mi lake (Toddy Pond). Enjoy privacy, stunning elevated sunsets, a dock, raft, canoe, big yard and a tennis court! Deck spans the length of the home - great for grilling, sunbathing, meals, drinks, naps and stargazing. Waterfront and tennis ct only 100 ft from deck. Enjoy all nature offers, loons, bald eagles, humming birds – on a lake that you’ll feel like you own. Close to Acadia National Park, Deer Isle & Blue Hill.

Guest favourite
The open living area is highlighted by a large area rug featuring a geometric pattern. A cozy leather sofa is positioned next to a glass coffee table. Natural light filters in through multiple windows, illuminating a dining space with a wooden table and chairs.
Home in Ellsworth
4.95 out of 5 average rating, 158 reviews

The Acadia House on Westwood

Relax with the whole family at this tranquil centrally located place to stay. Slowly unwind at this lovingly remodeled entire home. Enjoy a peaceful walk down the quiet family friendly street its nestled on, or quickly arrive at all the areas attractions. The house is located in Ellsworth Maine and although shops, restaurants, local lakes, Acadia National Park and area attractions are only a quick drive away, the home feels soothing, very safe, secluded and welcoming to all.

Guest favourite
The exterior of a charming home is shown, featuring a wooden deck with two blue chairs positioned for relaxation. Lush green trees provide a natural backdrop, and a clear blue sky enhances the inviting outdoor space. The entrance is marked by a blue door.
Home in Blue Hill
4.86 out of 5 average rating, 145 reviews

Blue Hill Bungalow with open, natural light

Newly finished single-floor home close to everything in Blue Hill. Open floor concept, large windows and view of Blue Hill itself from the front porch make this a comfortable place to hang out or base out of for day trips. Everything is within reach with either a short drive, a lovely walk or bike ride, including hiking trails, the ocean, Blue Hill mountain, restaurants, a coffee shop, and boutique shops, as well as the Blue Hill Co-Op and Tradewinds for your grocery needs.

Popular amenities for Surry family-friendly rentals

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Quick stats about holiday rentals that are family-friendly in Surry

  • Total holiday rentals

    Explore 190 holiday rentals in Surry

  • Nightly prices starting at

    Surry holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 7,930 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    180 of Surry holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Surry rentals

  • 4.9 Average rating

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

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