![](https://a0.muscache.com/im/pictures/1ff6d909-5ba6-42f3-9d2c-fa2327780936.jpg)
Family-friendly vacation rentals in Fairfield
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Fairfield
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Fairfield family-friendly rentals
Family-friendly home rentals with a hot tub
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-43940929/original/3fe19c47-0147-4287-9bd4-2049ce40a8bb.jpeg?im_w=720)
Home in Highland
4.96 out of 5 average rating, 112 reviewsHouse in Highland: Secluded Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-1751443/original/57f19f69-459d-4aae-9dce-e1c9a37e03ba.jpeg?im_w=720)
Guesthouse in Beacon
4.94 out of 5 average rating, 369 reviewsCozy Mountainside Suite - Minutes from Beacon
![](https://a0.muscache.com/im/pictures/2a0292a6-9f9e-4303-a64f-8fd8b9276916.jpg?im_w=720)
Farm stay in Kent
4.87 out of 5 average rating, 269 reviews(°) The Wandering Peacock (°)
![](https://a0.muscache.com/im/pictures/4de65030-f3b0-485f-bf0a-202c32062f96.jpg?im_w=720)
Home in Beacon
4.96 out of 5 average rating, 320 reviewsRiver & Mtn Views - Jacuzzi - near Metro North
![](https://a0.muscache.com/im/pictures/ed1e2125-c1b7-4de1-b477-ee9c65ebb4cb.jpg?im_w=720)
Home in Cold Spring
4.95 out of 5 average rating, 288 reviewsHilltop Hideaway Forest Villa on 13 acres!
![](https://a0.muscache.com/im/pictures/94505058/a8989e43_original.jpg?im_w=720)
Home in Wading River
4.96 out of 5 average rating, 467 reviewsYour Zen Retreat
![](https://a0.muscache.com/im/pictures/1a7972c3-481e-433b-add2-2171bddcba2e.jpg?im_w=720)
Home in North Fork
4.96 out of 5 average rating, 192 reviewsPrivate Oasis Stunning Views 7/6 - 7/20 Available
![](https://a0.muscache.com/im/pictures/miso/Hosting-1266564/original/5b2aaadf-0dc7-4e07-9a51-68a98b652b77.jpeg?im_w=720)
Chalet in Cold Spring
4.89 out of 5 average rating, 380 reviewsMountain View Retreat
Family- and pet-friendly home rentals
![](https://a0.muscache.com/im/pictures/airflow/Hosting-9042890/original/dd2a19f2-eae9-4f13-bdd4-b8d4dc0df9b0.jpg?im_w=720)
Guesthouse in South Salem
4.93 out of 5 average rating, 227 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NzczNDA1NQ%3D%3D/original/2c25bfda-f333-4239-96df-acde50143f36.jpeg?im_w=720)
Rental unit in Carmel
4.88 out of 5 average rating, 280 reviewsPrivate space, with yard
![](https://a0.muscache.com/im/pictures/e488b134-e93d-42c6-beb3-42af2ecb9622.jpg?im_w=720)
Rental unit in Ossining
4.94 out of 5 average rating, 331 reviewsHudson River Peaceful Getaway
![](https://a0.muscache.com/im/pictures/5794c12d-17b6-493a-a0b1-5d646aa885db.jpg?im_w=720)
Cottage in Putnam Valley
4.89 out of 5 average rating, 224 reviewsLakefront Cottage near Hudson Valley
![](https://a0.muscache.com/im/pictures/ecf89e11-b02b-429f-95ec-888c2bceaa6e.jpg?im_w=720)
Home in Stormville
4.94 out of 5 average rating, 156 reviewsPrivate Hudson Valley Country Retreat
![](https://a0.muscache.com/im/pictures/f3dcdf9d-7ecd-425a-85e2-e8c8d307372f.jpg?im_w=720)
Home in Litchfield
4.93 out of 5 average rating, 168 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
![](https://a0.muscache.com/im/pictures/42168051/4874a8c8_original.jpg?im_w=720)
Home in Stamford
4.98 out of 5 average rating, 214 reviewsBright Stylish Chic 4BR 4BA Home
![](https://a0.muscache.com/im/pictures/30e71e83-ce6b-4470-9bdc-ce2cb4821b7c.jpg?im_w=720)
Guest suite in Cold Spring
4.79 out of 5 average rating, 492 reviewsCozy getaway in Cold Spring
Family-friendly home rentals with a pool
![](https://a0.muscache.com/im/pictures/caab9624-e63a-4ae8-a523-cc8d80d13a90.jpg?im_w=720)
Home in Cold Spring
4.95 out of 5 average rating, 153 reviewsCozy, Modern Retreat in the Woods of Cold Spring
![](https://a0.muscache.com/im/pictures/24f77e53-9271-4fc5-91d2-7d60817da249.jpg?im_w=720)
Rental unit in Glastonbury
4.9 out of 5 average rating, 414 reviewsQuiet 2 bed room apt w/ private entrance.
![](https://a0.muscache.com/im/pictures/6bc4b015-e422-400b-9083-8f8803e8ae3d.jpg?im_w=720)
Home in Hampton Bays
4.98 out of 5 average rating, 116 reviewsBeach House Feel - newly renovated backyard Oasis
![](https://a0.muscache.com/im/pictures/75f8aeee-3f16-4184-8e91-32fb67839dda.jpg?im_w=720)
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
![](https://a0.muscache.com/im/pictures/ef2bd92a-dca2-40ef-b05d-9763f6753004.jpg?im_w=720)
Home in Southampton
4.95 out of 5 average rating, 133 reviewsWaterview, Pool, DogsStayFree! Kayaks, PingPong
![](https://a0.muscache.com/im/pictures/82326747/67256df7_original.jpg?im_w=720)
Home in Putnam Valley
4.93 out of 5 average rating, 183 reviewsPutnam Valley Escape
![](https://a0.muscache.com/im/pictures/1b54148f-8814-4801-9546-1ee682a9ddb3.jpg?im_w=720)
Home in Southampton
4.94 out of 5 average rating, 252 reviewsSouthampton Village Classic
![](https://a0.muscache.com/im/pictures/6e686ff3-ffe8-4fd3-8598-9dcfdac1fd18.jpg?im_w=720)
Home in North Fork
4.87 out of 5 average rating, 118 reviewsThe Perfect North Fork Escape
Quick stats about vacation rentals that are family-friendly in Fairfield
Total rentals
190 properties
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
70 properties allow pets
Total number of reviews
3.3K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Newark Vacation rentals
- Montauk Vacation rentals
- Hoboken Vacation rentals
- New Haven Vacation rentals
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Family-friendly rentals New York
- Family-friendly rentals United States
- Family-friendly rentals Manhattan
- Family-friendly rentals Brooklyn
- Family-friendly rentals Connecticut
- Rentals with beach access Fairfield
- House rentals Fairfield
- Rentals with a fire pit Fairfield
- Kid-friendly rentals Fairfield
- Rentals with a patio Fairfield
- Monthly Rentals Fairfield
- Apartment rentals Fairfield
- Pet-friendly rentals Fairfield
- Rentals with a fireplace Fairfield
- Rentals with outdoor seating Fairfield
- Rentals with pools Fairfield
- Rentals with a washer and dryer Fairfield
- Waterfront rentals Fairfield
- Fitness-friendly rentals Fairfield
- Family-friendly rentals Fairfield County
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes