Stonington vacation rentals

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Top-rated vacation rentals in Stonington

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Guest favorite

Home in Stonington

4.9 out of 5 average rating, 125 reviews

Puppa’s View- a private waterfront home

The perfect vacation property. Private and comfortable 2 bedroom ocean front home with sweeping views of Allen Cove and Penobscot Bay. Just 1 mile from the bustling Stonington Village and a quick drive to anywhere on Deer Isle. The home has dedicated workspaces in each bedroom, a gigantic, fully-equipped kitchen and is spacious and peaceful. Wake to breathtaking sunrise views and find yourself stopping to appreciate the sunset over this quiet cove. I will happily help customize your itineary.

Dec 3 – 10

R5,924 ZAR per night

Guest favorite

Tiny home in Stonington

4.91 out of 5 average rating, 247 reviews

Island Getaway - Modern Tiny House Coastal Retreat

★ You will be walking distance from downtown Stonington where you can enjoy local shops, artwork and immerse yourself in the island community. Our tiny home was constructed with high quality materials that are locally sourced and includes a mini split heat pump, full kitchen, walnut countertops and custom hardwood self-close cabinets. Modern yet cozy and situated in picturesque Stonington with a faint view of the harbor. ★ Complementary Kayaks Rentals when you stay 3 nights or more! ★

Sep 12 – 19

R4,226 ZAR per night

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 103 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 400 Mbs cable 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. Pet friendly!

Jan 6 – 13

R1,885 ZAR per night

Guest favorite

Tiny home in Blue Hill

4.94 out of 5 average rating, 155 reviews

New enchanting retreat near Acadia National

The camp is brand new on 27 acres of land 3 min to Blue Hill Mountain and 5 min to Blue Hill downtown which is right on the water of The Blue Hill Bay. This is an edge wood enchanting retreat perfect for two to hear birds, squirrels and porcupines. Remember to pick some blueberries when it is in season before the black baby bear down the road eat them all. 3D nature is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free! 编辑

Feb 18 – 25

R2,542 ZAR per night

Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 262 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Jan 7 – 14

R2,504 ZAR per night

Guest favorite

Cottage in Deer Isle

4.9 out of 5 average rating, 115 reviews

The Sailors Retreat - Waterfront Home with Kayaks!

Retreat to this coastal Maine getaway just steps away from your own private ocean and beach front while roasting marshmallows by the bonfire enjoying the amazing view and a short drive to Acadia National Park. Spend the day exploring tidal pools, relaxing in the sun, kayaking, enjoying some Maine Lobster or take it easy and just enjoy a cup of coffee while taking in the spectacular views and listening to seagulls and waves crashing; Something to do for all members of the family.

Mar 28 – Apr 4

R4,136 ZAR per night

Guest favorite

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 reviews

Tiny house with AC!!

A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

Apr 15 – 22

R2,676 ZAR per night

Guest favorite

Cottage in Deer Isle

4.94 out of 5 average rating, 282 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Oct 25 – Nov 1

R4,004 ZAR per night

Guest favorite

Guest suite in Mount Desert

4.97 out of 5 average rating, 149 reviews

Otter Creek Retreat hosted by Elaine & Richard

Between Bar Harbor and Seal Harbor, 10 minutes by car to both and just 5 minutes by car to the Otter Cliff entrance to Acadia Park Loop Road. Walk to the Causeway via the Grover Path in 15 minutes. 5-minute walk to the Cadillac South Ridge Trail. Large high-ceiling studio with private parking and entrance with beautiful sheltered second-story deck. We are on the Blackwoods/Bar Harbor bus route so you can catch the free Island Explorer LL Bean buses to Bar Harbor and back.

Dec 5 – 12

R2,862 ZAR per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 165 reviews

Designer’s Coastal Retreat with Simple Luxuries

A designer’s stunning retreat just a short walk to Rockport harbor. This newly renovated 1920’s one bedroom cottage is tucked into a forested granite hillside with oversized windows to take in the view. Artfully furnished with a minimalist sensibility, the space has been fully winterized in order to be a year round sanctuary. A top of the line steam shower, heated bathroom floor, modern gas fire place, and pigmented plaster walls add touches of luxury.

Dec 17 – 24

R2,782 ZAR per night

Guest favorite

Tiny home in Trenton

5.0 out of 5 average rating, 135 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Dec 6 – 13

R2,808 ZAR per night

Guest favorite

Cottage in Deer Isle

4.88 out of 5 average rating, 123 reviews

Katy's Seaside Cottage

Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

Sep 7 – 14

R3,077 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Stonington vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Stonington's top sights

Harbor Cafe26 locals recommend

Stonecutters Kitchen16 locals recommend

Aragosta at Goose Cove45 locals recommend

Burnt Cove Market16 locals recommend

Barred Island Preserve30 locals recommend

Isle au Haut Boat Services20 locals recommend

Other great vacation rentals in Stonington

Guest favorite

Cottage in Waltham

4.95 out of 5 average rating, 673 reviews

Quiet lakefront cottage on Graham Lake

Nov 11 – 18

R2,080 ZAR per night

Guest favorite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Oct 10 – 17

R9,347 ZAR per night

Guest favorite

Cottage in Brooklin

4.98 out of 5 average rating, 178 reviews

Historic School House now with High Speed Internet

Jun 17 – 24

R3,717 ZAR per night

Guest favorite

Apartment in Rockland

4.93 out of 5 average rating, 195 reviews

Sunny New England House Apartment STR24-42

Dec 21 – 28

R2,327 ZAR per night

Guest favorite

Apartment in Ellsworth

4.99 out of 5 average rating, 112 reviews

Roomy 2nd Fl 1-bedroom apt in downtown Ellsworth

Oct 9 – 16

R1,993 ZAR per night

Guest favorite

Guesthouse in Penobscot

4.99 out of 5 average rating, 167 reviews

Sea Pearl

Jun 7 – 14

R3,627 ZAR per night

Guest favorite

Cottage in Owls Head

4.99 out of 5 average rating, 139 reviews

Coastal Maine contemporary cottage

Mar 26 – Apr 2

R2,646 ZAR per night

Guest favorite

Guesthouse in South Bristol

4.98 out of 5 average rating, 345 reviews

Waterfront Guest House on the Maine Coast

Dec 27 – Jan 3

R2,966 ZAR per night

Show all

Other great vacation rentals in Stonington

Guest favorite

Apartment in Stonington

4.88 out of 5 average rating, 40 reviews

Apartment 1 at Merchants Row

Nov 16 – 23

R2,199 ZAR per night

Guest favorite

Cottage in Stonington

4.99 out of 5 average rating, 75 reviews

Stonington Harbor Cottage - Vacation / Remote Work

Oct 12 – 19

R3,517 ZAR per night

Superhost

Cottage in Deer Isle

4.88 out of 5 average rating, 41 reviews

Cozy complete camp on cove Perfect for couple

Jan 1 – 8

R2,095 ZAR per night

Guest favorite

Cottage in Stonington

4.89 out of 5 average rating, 80 reviews

Cozy cabin w/ kayaks & dock only feet from harbor.

May 11 – 18

R3,881 ZAR per night

Guest favorite

Cottage in Stonington

4.97 out of 5 average rating, 66 reviews

Raven's Cottage-A two story Gem for Two!

Jun 1 – 8

R3,673 ZAR per night

Guest favorite

Cabin in Stonington

5.0 out of 5 average rating, 21 reviews

Cozy, private cabin

Aug 1 – 8

R3,429 ZAR per night

Guest favorite

Tent in Stonington

4.98 out of 5 average rating, 53 reviews

Camp Binna Burra-tenting with touch of luxury

Mar 14 – 21

R1,780 ZAR per night

Guest favorite

Home in Stonington

4.99 out of 5 average rating, 72 reviews

The Roost

Mar 27 – Apr 3

R3,198 ZAR per night

Show all

Quick stats about vacation rentals in Stonington

Total rentals
130 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
70 properties are a good fit for families
Total number of reviews
3.1K reviews
Nightly prices starting at
R1,535 ZAR before taxes and fees

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Stonington?
Yes! Work meets play with ease at over 40 vacation rentals in Stonington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Stonington?
Four-legged friends are welcome in Stonington. Choose from more than 40 vacation rentals for guests traveling with pets.
How much does it cost to stay in boutique hotel rentals in Stonington?
Experience the best of Stonington with our boutique hotel rentals, starting at about $110 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 Stonington have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stonington have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Stonington. Enjoy a tailored experience with all the comforts you desire.
Do cabin rentals in Stonington have wifi?
Absolutely! We offer over 10 cabin rentals with wifi in Stonington. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Stonington?
Stonington has more than 10 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Cabin Rentals in Stonington?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with a bbq area, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Stonington vacation rentals

Top-rated vacation rentals in Stonington

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Stonington vacation rentals

Stay near Stonington's top sights

Other great vacation rentals in Stonington

Cottage in Waltham

Cottage in Sedgwick

Cottage in Brooklin

Apartment in Rockland

Apartment in Ellsworth

Guesthouse in Penobscot

Cottage in Owls Head

Guesthouse in South Bristol

Other great vacation rentals in Stonington

Apartment in Stonington

Cottage in Stonington

Cottage in Deer Isle

Cottage in Stonington

Cottage in Stonington

Cabin in Stonington

Tent in Stonington

Home in Stonington

Quick stats about vacation rentals in Stonington

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Stonington?

Are there pet-friendly vacation rentals in Stonington?

How much does it cost to stay in boutique hotel rentals in Stonington?

Do cabin rentals in Stonington have a bbq area?

Do house rentals in Stonington have self check-in?

Do cabin rentals in Stonington have wifi?

Are there family-friendly cottage rentals in Stonington?

What are the most popular amenities for Cabin Rentals in Stonington?

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