
Holiday houses in Stonington
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Top-rated holiday rentals in Stonington
Guests agree: these stays are highly rated for location, cleanliness and more.

"Mystic Country" Farm Stay at 100 Acre Wood
Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

Downtown Westerly Beach Cottage Getaway
This beautifully finished home in the heart of downtown Westerly is just steps away from Wilcox park and all the surrounding amenities. In 10 minutes or less, drive to popular Misquamicut Beach or lovely Watch Hill Beach. We are also adjacent to Stonington, Ct and Mystic Seaport. The home is equipped with all essentials needed (Premium beds, bedding, towels, kitchenware, smart TVs, high speed WIFI, basic cable, washer-dryer, central AC and heat). You will not be disappointed in the location!

Steps from downtown & Seaport
Stay in downtown Mystic, footsteps from all the restaurants, shops & sights! Leave the cars behind in our 3 car driveway. Relax in the open great room 1st floor with a large couch, 65” HD Smart TV! Full kitchen and dining area seating. Laundry on 1st with 1/2 bath and full sleeper sofa. 2nd FL has 1800's charm with cathedral ceilings, 2 Queen bedrooms, and bath w/shower - Linens provided. Step outside to a private fenced in yard w/BBQ grill, w/ outdoor seating and dining or play cornhole

Mystical Ocean View in Historic Stonington Borough
Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Romantic Seaside Cottage in Mystic
This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Morgan Suite - spacious | hot tub | water views!
The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

Eco Friendly 1700s home! 0.3 miles to Westerly RI!
Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

1863 Mystic Victorian, Private Guest Suite & Bath
Experience the charm of historic Mystic from our 1863 Victorian home. A keypad entry leads to your private Queen bedroom & bath. Our goal was to create a boutique hotel-like setting separate from the main house. At the back of the house, the guest suite is accessed via a private entrance. Enter the bedroom and find your private bath off a short hallway. This space is yours. We provide a minifridge and keurig but there is no kitchen and you do not have access to the rest of the house.

Historic Three Bedroom Townhouse - Downtown Mystic
Featuring eclectic interiors inspired by British design trends, this 3 bedroom, 2.5 bathroom 19th century townhouse offers visitors to Mystic a home-away-from-home that is out of the ordinary. The property features sumptuous wallpaper by William and Morris, as well as other quirky yet delightful features such as a jetted copper soaker tub, which is placed in the principal bedroom. The location of the townhouse is very central and an easy walk to most of Mystic's key attractions.

Waterfront Retreat on the Mystic River
This kayakers paradise is a waterfront home secluded on 2.5 wooded acres along the Mystic River. Views of the water, tidal marsh, woods, and wildlife are constantly changing. Owned by two designers, this home’s modern aesthetic has interesting art, objects, furniture, lighting & textiles. Dine & relax on the porch, paddle kayaks on the river, walk on the scenic road into downtown Mystic, or visit nearby beaches and family destinations.

Cute and Close to Beaches and Town
A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!

Gorgeous Waterfront Getaway
Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.
Popular amenities for Stonington holiday rentals
Stay near Stonington's top sights
Other great holiday rentals in Stonington

"Meteor": River View Penthouse in Downtown Mystic

Downtown Mystic +Water ViewsWalk to Shops & Dining

Historic Mystic Walk to Town with Water Views

Upscale Mystic Apartment 7 min Walk to Drawbridge

Studio Apt on the Pawcatuck River-10 min to Beach

lobster-themed private suite with own entrance

Cottage by the Cove with Water Views!

Water Views | Kayaks & Bikes | EV Charger | Pets
When is the best time to visit Stonington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $287 AUD | $278 AUD | $294 AUD | $311 AUD | $352 AUD | $386 AUD | $424 AUD | $425 AUD | $370 AUD | $369 AUD | $336 AUD | $311 AUD |
| Avg. temp | -2°C | -1°C | 3°C | 8°C | 13°C | 18°C | 21°C | 21°C | 17°C | 11°C | 6°C | 1°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Stonington?
Yes! Work meets play with ease at over 310 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 180 vacation rentals for guests traveling with pets.
Are there Stonington vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 20 vacation homes with pools in Stonington, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in guesthouse rentals in Stonington?
Experience the best of Stonington with our guesthouse 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 apartment rentals in Stonington have self check-in?
Absolutely! We offer over 50 apartment 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 280 house rentals with wifi in Stonington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stonington have a bbq area?
Absolutely! We offer over 110 house rentals with a bbq area in Stonington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Stonington have a gym?
Absolutely! We offer over 10 house rentals with a gym 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 Apartment Rentals in Stonington?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with self check-in, over 150 homes with wifi, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Stonington

Total holiday rentals
Explore 570 holiday rentals in Stonington

Nightly prices starting at
Stonington holiday rentals start at $42 AUD per night before taxes and fees

Verified guest reviews
Over 37,930 verified reviews to help you choose

Family-friendly holiday rentals
380 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 180 rentals that welcome pets

Holiday rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
310 properties have a dedicated workspace

Wi-Fi availability
560 of Stonington holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Stonington rentals

4.9 Average rating
Stonington stays are highly rated by guests—averaging 4.9 out of 5!
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