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Family-friendly vacation rentals in Connecticut

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Top-rated family-friendly rentals in Connecticut

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Superhost
Cottage in Branford
Cozy Home In Short Beach Community
A cozy home in a beach community which is in a central location with easy access to many outdoor activities(private beach access) & local restaurants. The location is also 5 minutes from the Branford Train Station, Stony Creek Brewery, Branford's town center. New Haven the home of Yale University, Yale Hospital and other colleges in the New Haven area are a short drive The house is across the street from Farm River. across the street in opposite direction is a short walk to Johnsons beach.
Mar. 6 – 13
$240 CAD per night
4.85 out of 5 average rating, 193 reviews
Guest favourite
Cottage in Easton
Cozy Modern Country Cottage with Fireplace
Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!
Mar. 25 – Apr. 1
$227 CAD per night
4.98 out of 5 average rating, 188 reviews
Guest favourite
Treehouse in Willington
Heavenly Treehouse in Countryside w/ Farm Animals
☆ Private Treehouse at Bluebird Farm Connecticut ☆ ☆ Farm Animals, Gardens, Outdoor Gas Grill & Fire Pit ☆ OMG! Explore the countryside at this popular 40-acre Farm in Connecticut! Suitable for anyone looking for a unique Farm Stay! Willington offers: ✔ Hiking ✔ Antiquing ✔ Farmer's Market ✔ Vineyards & Breweries ✔ National / State Parks ✔ Drive-In Movie Theater We are close drive from: ● UCONN (10 Mins) ● Hartford (25 Mins) ● Boston (1.5 Hours) ● NYC (2.5 Hours)
Feb. 3 – 10
$488 CAD per night
4.89 out of 5 average rating, 302 reviews

Popular amenities for Connecticut family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Cottage in Ledyard
Waterfront cottage overhanging the water!
Mar. 29 – Apr. 5
$364 CAD per night
4.9 out of 5 average rating, 135 reviews
Guest favourite
Farm stay in Kent
(°) The Wandering Peacock (°)
Mar. 9 – 16
$388 CAD per night
4.86 out of 5 average rating, 256 reviews
Guest favourite
Home in Colebrook
Norbrook Farm ~ Rustic farmhouse w/ pond & trails
Apr. 30 – May 7
$383 CAD per night
4.99 out of 5 average rating, 198 reviews
Guest favourite
Cabin in Colebrook
Adorable, storybook log cabin
Jan. 21 – 28
$355 CAD per night
4.94 out of 5 average rating, 195 reviews
Guest favourite
Home in Stonington
Perfect New England Getaway has a pool/ hot tub
Jan. 23 – 30
$823 CAD per night
4.97 out of 5 average rating, 176 reviews
Guest favourite
Villa in Norwich
Peaceful Spa Escape minutes to Mohegan Sun Casino
Aug. 18 – 25
$620 CAD per night
4.89 out of 5 average rating, 364 reviews
Superhost
Condo in Norwich
Villa Flora @ Norwich Inn & Spa
Dec. 22 – 29
$343 CAD per night
4.84 out of 5 average rating, 136 reviews
Guest favourite
Home in Norwich
Grand 9 BR Near Casinos
Sep. 3 – 10
$1,096 CAD per night
4.81 out of 5 average rating, 176 reviews
Guest favourite
Guest suite in Mansfield
Cozy private apt 8 mins from UCONN - solar powered
Jul. 29 – Aug. 5
$120 CAD per night
4.95 out of 5 average rating, 193 reviews
Superhost
Home in Stamford
OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
May 24 – 31
$1,214 CAD per night
4.93 out of 5 average rating, 107 reviews
Guest favourite
Home in Goshen
Charming renovated farmhouse with hot-tub
Sep. 9 – 16
$579 CAD per night
4.89 out of 5 average rating, 46 reviews
Superhost
Home in Litchfield
Prana Residence Spa Indoor Pool
Jul. 12 – 19
$1,383 CAD per night
4.7 out of 5 average rating, 99 reviews

Family- and pet-friendly home rentals

Guest favourite
Farm stay in West Simsbury
Flamig Farm Staycation
Jan. 23 – 30
$245 CAD per night
4.95 out of 5 average rating, 420 reviews
Guest favourite
Cabin in Voluntown
Ellis -Lakeside Cabin on Beach Pond with Sauna
May 17 – 24
$239 CAD per night
4.94 out of 5 average rating, 579 reviews
Guest favourite
Home in Fairfield
Luxurious Barn With New England Charm
Apr. 22 – 29
$397 CAD per night
4.96 out of 5 average rating, 286 reviews
Guest favourite
Guesthouse in Fairfield
Southport, CT across from BEACH
Apr. 27 – May 4
$406 CAD per night
4.96 out of 5 average rating, 169 reviews
Guest favourite
Loft in Essex
Unique apartment in former art gallery.
Mar. 23 – 30
$252 CAD per night
4.94 out of 5 average rating, 402 reviews
Guest favourite
Guest suite in Fairfield
Private Studio Apartment; Kitchen; Fully Furnished
Aug. 9 – 16
$278 CAD per night
4.94 out of 5 average rating, 347 reviews
Guest favourite
Home in Groton
The Iconic Dutch Bell in Downtown Mystic
May 8 – 15
$687 CAD per night
4.98 out of 5 average rating, 111 reviews
Guest favourite
Cottage in Guilford
Charm + location. Walk to beach, town, & harbor.
Sep. 2 – 9
$438 CAD per night
4.93 out of 5 average rating, 238 reviews
Guest favourite
Cottage in Middlefield
Lake Beseck cottage
Aug. 11 – 18
$292 CAD per night
4.93 out of 5 average rating, 228 reviews
Guest favourite
Guesthouse in Groton
Quiet studio with sleeping loft and deck
Mar. 24 – 31
$185 CAD per night
4.94 out of 5 average rating, 379 reviews
Guest favourite
Home in East Haven
Beach Cottage by the Sea
Oct. 22 – 29
$237 CAD per night
4.88 out of 5 average rating, 194 reviews
Guest favourite
Cottage in New Fairfield
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Nov. 3 – 10
$690 CAD per night
4.93 out of 5 average rating, 252 reviews

Family-friendly home rentals with a pool

Guest favourite
Home in Cheshire
Pool House
Jan. 27 – Feb. 3
$227 CAD per night
5.0 out of 5 average rating, 115 reviews
Guest favourite
Home in Montville
Casino Wine Down House***
Mar. 7 – 14
$442 CAD per night
4.92 out of 5 average rating, 229 reviews
Guest favourite
Home in Litchfield
Stunning Views, Bucolic Bliss in 1790s Farmhouse
Apr. 13 – 20
$713 CAD per night
4.93 out of 5 average rating, 160 reviews
Guest favourite
Guest suite in Brooklyn
Affordable In-Law Apartment in Brooklyn, CT
Oct. 7 – 14
$113 CAD per night
4.92 out of 5 average rating, 152 reviews
Superhost
Home in New London
SUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Jul. 24 – 31
$1,456 CAD per night
4.91 out of 5 average rating, 151 reviews
Guest favourite
Barn in Bethel
Escape to a Restored New England Antique Milk Barn
Jan. 28 – Feb. 4
$346 CAD per night
4.97 out of 5 average rating, 197 reviews
Guest favourite
Apartment in Glastonbury
Quiet 2 bed room apt w/ private entrance.
Sep. 27 – Oct. 4
$185 CAD per night
4.9 out of 5 average rating, 406 reviews
Guest favourite
Home in Woodstock
Cedar Ridge
Dec. 22 – 29
$464 CAD per night
4.94 out of 5 average rating, 205 reviews
Guest favourite
Apartment in Brooklyn
5 Bedroom, 3.5 bath rural residence with 40' pool
Jan. 21 – 28
$555 CAD per night
4.85 out of 5 average rating, 205 reviews
Guest favourite
Cottage in Litchfield
Cottage on Litchfield Farm
Apr. 28 – May 5
$639 CAD per night
4.98 out of 5 average rating, 65 reviews
Guest favourite
Home in Redding
Lovely Country Retreat:
Apr. 7 – 14
$995 CAD per night
4.93 out of 5 average rating, 68 reviews
Guest favourite
Home in Norwalk
Suburban FAMILY Getaway. HEATED POOL in Norwalk CT
May 19 – 26
$786 CAD per night
4.89 out of 5 average rating, 37 reviews

Destinations to explore