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, 189 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
A serene outdoor space features wooden seating facing the lake, surrounded by tall trees. The grassy area leads to a pebble fire pit, creating a cozy gathering spot. The calm water reflects the clear blue sky, enhancing the natural setting.
Home in Ellsworth
4.97 out of 5 average rating, 126 reviews

Coveside Lakehouse on Sandy Point

If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

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, 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 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, 305 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
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, 565 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
4.97 out of 5 average rating, 175 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 favorite
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, 692 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

Guest favorite
A cozy living area features wood-paneled walls and a high ceiling with a small arched window. A futon is placed against one wall, adorned with decorative pillows. A small wooden table and two chairs are positioned nearby, with a lamp providing soft lighting.
Apartment in Trenton
4.95 out of 5 average rating, 137 reviews

6 Lovely 1Br Acadia Apartment Open Hearth Inn

#6 is a spacious room with a fully stocked kitchen (refrigerator, stove, oven, microwave, coffee pot), cooking supplies (dishes, silverware, pots, pans), a bedroom with a queen bed, folding twin in the bedroom closet, and living room with a futon. Other amenities: A/C (bedroom), full bathroom with shower, cable, TV, a small dining area, and free wifi. All guests have full access to common areas: Indoor kitchen in the main building, outdoor kitchen, hot tub, and bonfire pit.

Top guest favorite
A modern kitchen features an island with a stone base, complemented by wooden cabinetry. Appliances include a refrigerator and microwave, with decorative lighting above. The dining area presents a table with seating and the staircase to the loft is visible in the background.
Home in Surry
4.9 out of 5 average rating, 268 reviews

Peaceful retreat on Newbury Neck

This cozy, quiet cabin is the perfect retreat. Enjoy a spacious kitchen with all the amenities. Bike or drive to Carrying Place Beach and the local lobster shack. Soak in the outdoor hot tub. Enjoy the views of Acadia National Park to the East. 25 mile drive to MDI. Jack is also a licensed boat Captain through the U.S. Coast Guard and offers a discounted sail charter to our guests aboard our 36 ft. Catalina, Luna. Or hop on our lobster boat to watch the sunrise over Acadia!

Top guest favorite
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 Acadia National Park Bar Harbor

Keep life simple at this cozy, peaceful and private little "cottage in the woods". 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, unique shops, gas stations and supermarkets. The enclosed sunroom is perfect for morning coffee, winding down at the end of the day with a glass of wine or curling up with a good book on the boat bed.

Popular amenities for Surry vacation rentals

When is the best time to visit Surry?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,148 ZARR1,989 ZARR1,989 ZARR2,164 ZARR2,832 ZARR3,182 ZARR3,484 ZARR3,580 ZARR3,102 ZARR3,102 ZARR2,530 ZARR2,386 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 Apartment Rentals in Surry?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with free parking, over 40 homes with a kitchen, over 50 homes with wifi, over 40 homes with air conditioning, 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 apartment rentals in Surry have free parking?

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

  • Do house rentals in Surry have wifi?

    Absolutely! We offer over 150 house 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 320 vacation rentals in Surry

  • Nightly prices starting at

    Surry vacation rentals start at R159 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 17,680 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

    150 properties have a dedicated workspace

  • Wi-Fi availability

    300 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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