Family-friendly vacation rentals in Southbury

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Southbury

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

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Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 116 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Sep 28 – Oct 5

R2,183 ZAR per night

Guest favorite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

Beautiful 1930s house set on 18 private acres of land overlooking a private lake. Immaculately landscaped surrounding area with koi and gold fish pond with a waterfall, gazebo, hammock and most importantly untouched nature. Very private! Enjoy your morning coffee or tea in the outdoor covered patio overlooking the property, wine and dine under the pergola, enjoy the fire pit or wood burning fireplace on a chilly evening. Serenity and relaxation at its best! Pond dock coming up in Spring of 2021

Nov 19 – 26

R14,895 ZAR per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern 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!

May 20 – 25

R3,551 ZAR per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Sep 20 – 27

R2,656 ZAR per night

Guest favorite

Home in Bethlehem

4.97 out of 5 average rating, 262 reviews

Litchfield County Farmhouse with a Modern Twist

Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Dec 11 – 18

R4,966 ZAR per night

Guest favorite

Home in Cornwall

4.92 out of 5 average rating, 230 reviews

Secluded modern forest cabin with private brook

Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Oct 13 – 20

R4,308 ZAR per night

Guest favorite

Guest suite in Shelton

4.82 out of 5 average rating, 265 reviews

Super cozy 1 BR apt. own entrance, great loc.

Very quiet residential neighborhood, very clean, super cozy apartment with two bedrooms, living room; computer desk with work station, kitchenette (no stove), own bathroom, and amenities. 20 minutes away from Bridgeport, 15 minutes away from Yale, New Haven. Lakes in walking distance, Metro-North rail; 7 minutes, local shopping area 1 mile. Bus route in walking distance. Great neighborhood!! All are welcomed. Warm community.

Oct 30 – Nov 6

R1,772 ZAR per night

Guest favorite

Barn in Bethel

4.98 out of 5 average rating, 203 reviews

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.

Feb 27 – Mar 6

R3,883 ZAR per night

Guest favorite

Home in Cheshire

5.0 out of 5 average rating, 118 reviews

Pool House

The Pool House is a one bedroom that is fully furnished with all the amenities you would need. There is a queen size bed and a sofa in the living room that pulls out to a full size bed. Fully equipped kitchen, dinning room and living room area. Washer and dryer. Heated pool with large patio and deck. Outdoor refrigerator and gas grill.

Mar 14 – 21

R2,683 ZAR per night

Guest favorite

Guest suite in New Haven

4.99 out of 5 average rating, 158 reviews

Cozy cottage in historic neighborhood

Housed in a 100-year-old building nestled between the Victorian houses in New Haven's historic City Point neighborhood, once the center of New England's oyster trade, our cottage is a two-block walk from the marina (and its award-winning restaurant), a 10 minute-drive from the West Haven beaches and a few minutes' drive to Yale.

Jul 10 – 17

R2,781 ZAR per night

Guest favorite

Guesthouse in South Salem

4.93 out of 5 average rating, 220 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

A unique private and quiet 2 bedroom (1 double bed, two single full beds) totally self contained apt,with sitting room, bathroom ,mud room and full eat in kitchen, in Shaker Hollow, a classic 1795 colonial.Stone patio overlooking 3 1/2 acres of garden and a meadow along with a large fire pit.

Oct 14 – 21

R3,716 ZAR per night

Guest favorite

Apartment in Bethlehem

4.94 out of 5 average rating, 226 reviews

Cozy 2nd Floor Suite In Bethlehem CT

Our private 2nd floor suite is fully equipped and easy on the budget. Sleeps 2 in comfort in queen bedroom, spacious living room and well equipped kitchenette. Dedicated workspace. Relax with Wi-Fi, Netflix, Amazon Prime, Sling TV , PBS, Pandora, etc. Free calls anywhere in the US.

Oct 17 – 24

R2,399 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southbury family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favorite

Farm stay in Kent

4.87 out of 5 average rating, 264 reviews

(°) The Wandering Peacock (°)

Feb 9 – 16

R5,245 ZAR per night

Superhost

Home in Stamford

4.93 out of 5 average rating, 107 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

Dec 11 – 18

R11,183 ZAR per night

Guest favorite

Home in Goshen

4.9 out of 5 average rating, 48 reviews

Charming renovated farmhouse with hot-tub

Dec 17 – 24

R6,356 ZAR per night

Superhost

Home in Washington

4.79 out of 5 average rating, 19 reviews

ZoomIn Map BestTown Washington "Kirby" PoshPadsCT

Jun 3 – 10

R10,336 ZAR per night

Superhost

Villa in Guilford

4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

Apr 1 – 8

R14,954 ZAR per night

Superhost

Home in Litchfield

4.7 out of 5 average rating, 100 reviews

Prana Residence Spa Indoor Pool

Feb 6 – 13

R18,134 ZAR per night

Superhost

Home in New Haven

4.79 out of 5 average rating, 38 reviews

Beautiful barn in New Haven with a hot tub!

Aug 17 – 24

R13,809 ZAR per night

Apartment in Shelton

4.69 out of 5 average rating, 317 reviews

1ST FLR APT Your private resort, now FAMILY-ized!

Dec 4 – 11

R2,585 ZAR per night

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Family- and pet-friendly home rentals

Guest favorite

Apartment in Southington

4.93 out of 5 average rating, 270 reviews

#4 *BRAND NEW*INCREDIBLE LOCATION *SUPERHOST*

Aug 24 – 31

R2,295 ZAR per night

Guest favorite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

Sep 26 – Oct 3

R3,017 ZAR per night

Guest favorite

Guesthouse in New Milford

4.94 out of 5 average rating, 178 reviews

Charming Cottage w/Pastoral Views

Jan 2 – 9

R3,081 ZAR per night

Guest favorite

Cottage in Middlefield

4.93 out of 5 average rating, 230 reviews

Lake Beseck cottage

Jan 22 – 29

R3,203 ZAR per night

Guest favorite

Guest suite in Goshen

4.75 out of 5 average rating, 216 reviews

Rural Litchfield County Apartment Goshen CT

Jul 31 – Aug 7

R2,474 ZAR per night

Guest favorite

Cottage in New Fairfield

4.93 out of 5 average rating, 259 reviews

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

Nov 23 – 30

R9,583 ZAR per night

Superhost

Home in New Milford

4.88 out of 5 average rating, 165 reviews

Renovated, one level home in an excellent location

Jan 1 – 8

R4,315 ZAR per night

Guest favorite

Guesthouse in Fairfield

4.96 out of 5 average rating, 173 reviews

Southport, CT across from BEACH

Apr 29 – May 6

R4,895 ZAR per night

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Family-friendly home rentals with a pool

Guest favorite

Home in Litchfield

4.93 out of 5 average rating, 165 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Sep 4 – 11

R13,622 ZAR per night

Guest favorite

Home in Redding

4.93 out of 5 average rating, 68 reviews

Lovely Country Retreat:

Jun 3 – 10

R11,717 ZAR per night

Guest favorite

Cottage in Litchfield

4.98 out of 5 average rating, 65 reviews

Cottage on Litchfield Farm

Dec 30 – Jan 6

R7,504 ZAR per night

Guest favorite

Home in Lagrangeville

5.0 out of 5 average rating, 21 reviews

Hudson Valley Colonial with Inground Pool

Apr 3 – 10

R10,133 ZAR per night

Superhost

Farm stay in Kent

4.77 out of 5 average rating, 305 reviews

The Spirit Horse Farm in Kent, Ct.

Oct 30 – Nov 6

R7,498 ZAR per night

Superhost

Home in Fairfield

4.62 out of 5 average rating, 29 reviews

Modern artist retreat near beach

Sep 18 – 25

R7,700 ZAR per night

Guest favorite

Home in Monroe

4.97 out of 5 average rating, 184 reviews

Garden Level Suite with Beautiful Pool

Sep 19 – 26

R3,189 ZAR per night

Guest favorite

Guest suite in Guilford

4.96 out of 5 average rating, 151 reviews

Bright, Cozy Apartment in Guilford

Jul 13 – 20

R3,729 ZAR per night

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Quick stats about vacation rentals that are family-friendly in Southbury

Total rentals
20 properties
Local attractions
Aquila's Nest Vineyards, PhysicianOne Urgent Care, and an Affiliate of Yale New Haven Health
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
690 reviews
Nightly prices starting at
R372 ZAR before taxes and fees

Family-friendly vacation rentals in Southbury

Top-rated family-friendly rentals in Southbury

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Southbury family-friendly rentals

Family-friendly home rentals with a hot tub

Farm stay in Kent

Home in Stamford

Home in Goshen

Home in Washington

Villa in Guilford

Home in Litchfield

Home in New Haven

Apartment in Shelton

Family- and pet-friendly home rentals

Apartment in Southington

Home in East Haven

Guesthouse in New Milford

Cottage in Middlefield

Guest suite in Goshen

Cottage in New Fairfield

Home in New Milford

Guesthouse in Fairfield

Family-friendly home rentals with a pool

Home in Litchfield

Home in Redding

Cottage in Litchfield

Home in Lagrangeville

Farm stay in Kent

Home in Fairfield

Home in Monroe

Guest suite in Guilford

Quick stats about vacation rentals that are family-friendly in Southbury

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

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