Stonington vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Stonington

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

0 of 0 items showing

1 of 3 pages

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.

Jan 20 – 27

$268 per night

Guest favorite

Cottage in Sedgwick

4.99 out of 5 average rating, 188 reviews

Exquisitely Modern Maine Cottage @Diagonair

Private getaway cottage is a favorite of honeymooners & lovers of modern design. * 2,000 square foot modern cottage on 12 acres of woods and fields * One hour to Acadia National Park & Bar Harbor; 15 min to shopping, hiking, swimming * 2 full baths, one with a steam shower * Fully equipped kitchen with Wolf stove and under-counter Sub-Zero fridge * Two gas fireplaces, one indoors, one on a covered deck (*NEW*) * Queen bed with luxurious linens and pillows * Smart TV; gas grill * EV charger

Apr 30 – May 7

$415 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! ★

Oct 9 – 16

$189 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 17 – 24

$85 per night

Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 261 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.

Dec 8 – 15

$113 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.

Oct 28 – Nov 4

$199 per night

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 122 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

May 21 – 28

$124 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.

Feb 28 – Mar 7

$122 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 21 – 28

$182 per night

Guest favorite

Cottage in Blue Hill

4.88 out of 5 average rating, 190 reviews

Brand new cottage close to downtown Blue Hill

The cottage 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 Blue Hill Bay. This is a edge wood 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 natural is unfolding right in front of your eyes and Acadia National Park is 50 min drive from here. Oh man, you are free!

Jan 11 – 18

$128 per night

Guest favorite

Cottage in Brooklin

4.98 out of 5 average rating, 178 reviews

Historic School House now with High Speed Internet

Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

Oct 11 – 18

$155 per night

Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Feb 3 – 10

$130 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

Apartment in Rockland

4.93 out of 5 average rating, 195 reviews

Sunny New England House Apartment STR24-42

Oct 24 – 31

$103 per night

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 165 reviews

Designer’s Coastal Retreat with Simple Luxuries

Mar 24 – 31

$126 per night

Guest favorite

Guesthouse in Penobscot

4.99 out of 5 average rating, 167 reviews

Sea Pearl

Aug 16 – 23

$165 per night

Guest favorite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Dec 14 – 21

$71 per night

Superhost

Apartment in Searsport

4.82 out of 5 average rating, 292 reviews

Lakefront Vacation Apartment in Searsport ME

Feb 6 – 13

$80 per night

Guest favorite

Place to stay in Owls Head

4.98 out of 5 average rating, 160 reviews

A comforting sweet off grid cabin near the beach!

Nov 6 – 13

$125 per night

Guest favorite

Cottage in Waltham

4.95 out of 5 average rating, 673 reviews

Quiet lakefront cottage on Graham Lake

Nov 13 – 20

$95 per night

Guest favorite

Cottage in Stonington

4.99 out of 5 average rating, 75 reviews

Stonington Harbor Cottage - Vacation / Remote Work

May 16 – 23

$150 per night

Show all

Other great vacation rentals in Stonington

Guest favorite

Cabin in Stonington

5.0 out of 5 average rating, 21 reviews

Cozy, private cabin

Jul 28 – Aug 4

$152 per night

Guest favorite

Cottage in Stonington

4.94 out of 5 average rating, 34 reviews

Historic Cottage, prvt Oceanfront w/kayak, canoe

Sep 6 – 11

$300 per night

Superhost

Vacation home in Stonington

4.84 out of 5 average rating, 31 reviews

Main Street Stonington - Harbor Views!

Feb 28 – Mar 7

$325 per night

Guest favorite

Cabin in Stonington

4.99 out of 5 average rating, 68 reviews

PINEHILL COTTAGE - Quiet Woodland Retreat

Oct 20 – 27

$179 per night

Guest favorite

Home in Stonington

5.0 out of 5 average rating, 9 reviews

Cute cottage on a tidal cove

Nov 11 – 18

$310 per night

Guest favorite

Home in Stonington

4.92 out of 5 average rating, 66 reviews

Blue Heron

Oct 11 – 18

$402 per night

Guest favorite

Home in Stonington

4.9 out of 5 average rating, 10 reviews

Waterfront Cottage in Stonington (with Kayaks)

Oct 20 – 27

$425 per night

Guest favorite

Home in Deer Isle

5.0 out of 5 average rating, 16 reviews

A Victorian Gem on Deer Isle

Dec 4 – 11

$140 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
$80 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 house rentals in Stonington?
Experience the best of Stonington with our house rentals, starting at about $90 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 house rentals in Stonington have wifi?
Absolutely! We offer over 40 house 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

Cottages

Houses

Hotels

Popular amenities for Stonington vacation rentals

Stay near Stonington's top sights

Other great vacation rentals in Stonington

Apartment in Rockland

Cottage in Rockport

Guesthouse in Penobscot

Cabin in Freedom

Apartment in Searsport

Place to stay in Owls Head

Cottage in Waltham

Cottage in Stonington

Other great vacation rentals in Stonington

Cabin in Stonington

Cottage in Stonington

Vacation home in Stonington

Cabin in Stonington

Home in Stonington

Home in Stonington

Home in Stonington

Home in Deer Isle

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 house rentals in Stonington?

Do cabin rentals in Stonington have a bbq area?

Do house rentals in Stonington have self check-in?

Do house rentals in Stonington have wifi?

Are there family-friendly cottage rentals in Stonington?

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

Destinations to explore