Vacation rentals in Surry

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Top-rated vacation rentals in Surry

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

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Top guest favorite
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.
Guesthouse 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!

Guest favorite
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 favorite
Tiny home in Surry
4.96 out of 5 average rating, 156 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 favorite
A vibrant flower garden stretches along a pathway, featuring a variety of blooming flowers in shades of pink, purple, and yellow. Above, string lights create a warm glow as the sky transitions to evening hues of pink and purple, enhancing the outdoor ambiance.
Apartment in Hancock
4.98 out of 5 average rating, 303 reviews

Flower Farm Loft

When you arrive at the Flower Farm Loft you're greeted by our dogs, who will likely jump on you with muddy paws and request fetch and pets. You're immediately surrounded by flowers in our gardens and flower studio. The loft has big east facing windows that look over our farm and surrounding fields. You'll open the curtains in the morning to incredible sunrises over Kilkenny Cove, and end your nights at your private fire pit with immaculate star filled skies that will make it hard to go inside.

Top guest favorite
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.

Guest favorite
A loft bedroom features a spacious bed adorned with a soft coverlet and accent pillows. Warm wooden walls enhance the cozy atmosphere, while natural light filters through two windows on either side. Reading lamps provide soft illumination on nightstands, creating a serene retreat.
Cabin in Brooksville
4.94 out of 5 average rating, 127 reviews

Cozy & peaceful AFrame in Maine woods “Maple”

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? “Birch” A Frame is just next door. See separate listing for availability OR to book both

Guest favorite
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, 561 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 favorite
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.

Guest favorite
A light-filled living area features a cozy sofa with decorative pillows, complemented by a vintage coffee table and an area rug. Large windows allow natural light to fill the room, with curtains in various colors adding a cheerful touch. A dining table is visible in the corner.
Apartment in Ellsworth
4.88 out of 5 average rating, 129 reviews

Apt.B 30min drive 2 Acadia National Park

Please read all of listing and review all photos before making the decision to book with us 🙂We are an anti-racist, inclusive, and LGBTQ+ affirming space, & we welcome guests who share these values of kindness and respect… •Free parking! • 30 minute drive to Acadia National Park •within walking distance of many restaurants and shops •dogs allowed (with pet fee, must list them when booking!) •located on the 2nd floor • queen sized bed in bedroom •full sized pull out sofa bed in living room

Top guest favorite
A view from the porch showcases tall wooden posts and a ceiling with exposed beams. Bright blue skies contrast against vibrant autumn foliage, including shades of red and green in the surrounding trees, creating a serene natural setting.
Cottage in Trenton
4.96 out of 5 average rating, 425 reviews

NEW Whitetail Cottage, Acadia National Park 7m

NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Top guest favorite
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, 174 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.

Top guest favorite
Tiny home in Lamoine
5 out of 5 average rating, 106 reviews

Artsy Tiny House & Cedar Sauna

Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

Popular amenities for Surry vacation rentals

When is the best time to visit Surry?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,250 ZARR2,083 ZARR2,083 ZARR2,266 ZARR2,966 ZARR3,333 ZARR3,650 ZARR3,750 ZARR3,250 ZARR3,033 ZARR2,500 ZARR2,166 ZAR
Avg. temp-7°C-6°C-1°C6°C13°C18°C21°C20°C16°C9°C3°C-3°C

Frequently Asked Questions

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

    Enhance your stay in our House Rentals with the most popular amenities: over 150 homes with wifi, over 100 homes with air conditioning, over 150 homes with free parking, over 140 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do apartment rentals in Surry have a kitchen?

    Absolutely! We offer over 40 apartment rentals with a kitchen in Surry. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Surry?

    Surry has more than 190 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Yes! Work meets play with ease at over 160 vacation rentals in Surry featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Surry?

    Four-legged friends are welcome in Surry. Choose from more than 90 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in cabin rentals in Surry?

    Experience the best of Surry with our cabin rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Surry have free parking?

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

  • Do apartment rentals in Surry have wifi?

    Absolutely! We offer over 50 apartment rentals with wifi in Surry. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Surry

  • Total vacation rentals

    Explore 330 vacation rentals in Surry

  • Nightly prices starting at

    Surry vacation rentals start at R167 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 16,850 verified reviews to help you choose

  • Family-friendly vacation rentals

    190 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    310 of Surry vacation rentals include wi-fi 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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