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 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.
Guesthouse in Orland
4.99 out of 5 average rating, 190 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 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, 127 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 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 homes 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
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, 307 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 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
Tiny homes in Surry
4.97 out of 5 average rating, 178 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 modest building is nestled among trees, featuring a green door and an overhang for shelter. A decorative horse emblem is mounted beside the entrance. Stone pathway leading to the door is surrounded by gravel and natural landscaping.
Tiny homes in Blue Hill
4.86 out of 5 average rating, 188 reviews

Mini Moose Tiny Home

Mini Moose sits on our 75 + acres of Maine woods. It is small but should have everything you need for your Maine camping experience. Two miles from coastal village of Blue Hill. We have had 7 years of successful rentals. Fire pit & view of the pond from the deck, private getaway. Wonderful walking path around 2 ponds, swimming is allowed and a contemplative walking labyrinth between the ponds. Only 45 minute drive to Acadia National Park and close to all that Downeast Maine has to offer.

Top guest favourite
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, 441 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

Guest favourite
A New England style cottage is set amidst autumn foliage, with golden leaves contrasting against the clear blue sky. The main cottage and a guest studio are positioned facing a tranquil body of water, surrounded by well-maintained grass and natural landscaping.
Cottage in Surry
5 out of 5 average rating, 39 reviews

La Campana, Oceanfront with Acadia Views.

This New England style cottage is steps away from the Atlantic Ocean overlooking the famed mountains of Acadia National Park. Enjoy the pristine landscape, solitude and magnificent views. Sit back and relax in the hammock or the Adirondack chairs on the back deck. Stroll the private pebble beach and embrace the coastal sights and sounds. Need extra space; in-laws, adult children?? This one of kind retreat also has a guest studio available for an additional fee. Contact us for details.

Top guest favourite
A modern guest house is nestled among trees, showcasing natural materials and a welcoming entrance. The surrounding ground is covered in autumn leaves, with greenery present in the foreground. A gazebo structure is visible in the background, enhancing the tranquil outdoor environment.
Cottage in Lamoine
4.94 out of 5 average rating, 352 reviews

Lamoine Modern Guest House

Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows looking out to the woods. Close enough to Bar Harbor / Acadia National Park (45 minutes) but removed from the hustle & bustle. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

Top guest favourite
Bungalow in Sedgwick
4.99 out of 5 average rating, 234 reviews

Exquisitely Modern Stargazing Cottage @Diagonair

Romantic and private, this 2,000 sf modern luxury cottage nestled on twelve acres is a favorite of honeymooners and lovers of modern design * 1 hour to Acadia National Park & Bar Harbor; 15 min 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
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, 269 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!

Popular amenities for Surry vacation rentals

When is the best time to visit Surry?

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Avg. price$184 CAD$171 CAD$171 CAD$186 CAD$243 CAD$273 CAD$299 CAD$307 CAD$266 CAD$266 CAD$217 CAD$205 CAD
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Frequently Asked Questions

  • 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.

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

    Experience the best of Surry with our house rentals, starting at about $50 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 Surry?

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

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

    Yes! Work meets play with ease at over 150 vacation rentals in Surry featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cottage rentals in Surry have air conditioning?

    Absolutely! We offer over 20 cottage rentals with air conditioning in Surry. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Surry have a kitchen?

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

  • Do house rentals in Surry have wifi?

    Absolutely! We offer over 140 house rentals with wifi in Surry. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Surry have free parking?

    Absolutely! We offer over 140 house rentals with free parking 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 $14 CAD 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 and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    300 of Surry vacation 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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