Family-friendly holiday houses 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 favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 112 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.

7 – 14 Nov

$1,550 AUD total

Guest favourite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

1 – 8 Oct

$2,009 AUD total

Guest favourite

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!

3 – 10 May

$1,626 AUD total

Guest favourite

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.

10 – 17 Oct

$1,733 AUD total

Guest favourite

Home in Bethlehem

4.97 out of 5 average rating, 261 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.

14 – 21 Apr

$3,447 AUD total

Guest favourite

Home in Cornwall

4.92 out of 5 average rating, 227 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

12 – 19 Jan

$2,995 AUD total

Guest favourite

Guest suite in Shelton

4.81 out of 5 average rating, 264 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.

4 – 11 Apr

$798 AUD total

Guest favourite

Barn in Bethel

4.98 out of 5 average rating, 202 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.

12 – 19 Sept

$2,473 AUD total

Guest favourite

Home in Cheshire

5.0 out of 5 average rating, 117 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.

1 – 8 Mar

$1,803 AUD total

Guest favourite

Guest suite in New Haven

4.99 out of 5 average rating, 157 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.

2 – 9 June

$1,867 AUD total

Guest favourite

Home in Rhinebeck

4.91 out of 5 average rating, 254 reviews

Architectural wonder in the woods

Unique experience, secluded. Enjoy a weekend or a few days eco-friendly retreat in an architectural, geometric masterpiece on 30 preserved acres just minutes from all that Rhinebeck and the Hudson Valley have to offer. The house is an open plan, and though it has zero bedrooms, it can sleep 4!

2 – 9 Oct

$6,256 AUD total

Guest favourite

Apartment in Bethlehem

4.94 out of 5 average rating, 225 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.

26 June – 3 July

$1,528 AUD total

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Southbury family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Guest favourite

Farm stay in Kent

4.87 out of 5 average rating, 263 reviews

(°) The Wandering Peacock (°)

24 – 31 Mar

$3,553 AUD total

Guest favourite

Cabin in Colebrook

4.94 out of 5 average rating, 197 reviews

Adorable, storybook log cabin

19 – 26 Jan

$2,817 AUD total

Guest favourite

Home in Wading River

4.96 out of 5 average rating, 457 reviews

Your Zen Retreat

5 – 12 July

$5,282 AUD total

Guest favourite

Home in Rhinebeck

4.9 out of 5 average rating, 206 reviews

Rhinebeck Modern Home with amazing outdoor space

18 – 25 Feb

$3,644 AUD total

Guest favourite

Villa in Hopewell Junction

4.96 out of 5 average rating, 279 reviews

The Mission House Sanctuary

11 – 18 Oct

$11,932 AUD total

Guest favourite

Home in Cutchogue

4.96 out of 5 average rating, 190 reviews

Stunning Vinyard Views - Spring Special $475/Nt!

8 – 15 Jan

$9,659 AUD total

Superhost

Home in Stamford

4.93 out of 5 average rating, 107 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

24 – 31 Dec

$7,782 AUD total

Superhost

Home in Carmel Hamlet

4.66 out of 5 average rating, 220 reviews

Lake House with Indoor Spa, 1 hour from Manhattan

4 – 11 July

$2,100 AUD total

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Family- and pet-friendly home rentals

Guest favourite

Guesthouse in New Milford

4.94 out of 5 average rating, 177 reviews

Charming Cottage w/Pastoral Views

27 Jan – 3 Feb

$2,141 AUD total

Guest favourite

Home in East Haven

4.88 out of 5 average rating, 196 reviews

Beach Cottage by the Sea

9 – 16 Apr

$1,882 AUD total

Guest favourite

Apartment in Middletown

4.9 out of 5 average rating, 240 reviews

3 bedroom near Wesleyan, downtown

13 – 20 Oct

$1,414 AUD total

Guest favourite

Apartment in Carmel

4.87 out of 5 average rating, 275 reviews

Private space, with yard

2 – 9 Nov

$1,560 AUD total

Guest favourite

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

4 – 11 Apr

$2,286 AUD total

Guest favourite

Guest suite in Goshen

4.75 out of 5 average rating, 214 reviews

Rural Litchfield County Apartment Goshen CT

27 Mar – 3 Apr

$1,709 AUD total

Guest favourite

Guesthouse in Fairfield

4.96 out of 5 average rating, 173 reviews

Southport, CT across from BEACH

27 Mar – 3 Apr

$3,255 AUD total

Guest favourite

Cottage in New Fairfield

4.93 out of 5 average rating, 259 reviews

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

5 – 12 Dec

$4,909 AUD total

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Family-friendly home rentals with a pool

Guest favourite

Apartment in Glastonbury

4.9 out of 5 average rating, 409 reviews

Quiet 2 bed room apt w/ private entrance.

11 – 18 Dec

$1,469 AUD total

Guest favourite

Home in Stormville

4.94 out of 5 average rating, 156 reviews

Private Hudson Valley Country Retreat

16 – 23 Oct

$9,208 AUD total

Guest favourite

Home in Litchfield

4.93 out of 5 average rating, 162 reviews

Stunning Views, Bucolic Bliss in 1790s Farmhouse

12 – 19 Sept

$9,200 AUD total

Guest favourite

Home in Putnam Valley

4.93 out of 5 average rating, 182 reviews

Putnam Valley Escape

25 Sept – 2 Oct

$7,441 AUD total

Superhost

Home in Yorktown Heights

4.88 out of 5 average rating, 119 reviews

Cozy winter getaway 1 hr from NYC!

12 – 19 Sept

$4,200 AUD total

Guest favourite

Home in Lagrangeville

4.84 out of 5 average rating, 120 reviews

Classic Hudson Valley Farmhouse Nestled in 9 Rolling Acres

16 – 23 Oct

$7,214 AUD total

Guest favourite

Home in Redding

4.93 out of 5 average rating, 68 reviews

Lovely Country Retreat:

25 June – 2 July

$7,905 AUD total

Superhost

Farm stay in Kent

4.77 out of 5 average rating, 305 reviews

The Spirit Horse Farm in Kent, Ct.

12 – 19 Mar

$5,100 AUD total

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Quick stats about accommodation & holiday 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, Wi-Fi and Pool
Wi-Fi availability
10 properties include access to Wi-Fi
Total number of reviews
690 reviews
Nightly prices starting at
$31 AUD before taxes and fees

Family-friendly holiday houses in Southbury

Top-rated family-friendly rentals in Southbury

Holiday 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

Cabin in Colebrook

Home in Wading River

Home in Rhinebeck

Villa in Hopewell Junction

Home in Cutchogue

Home in Stamford

Home in Carmel Hamlet

Family- and pet-friendly home rentals

Guesthouse in New Milford

Home in East Haven

Apartment in Middletown

Apartment in Carmel

Guesthouse in South Salem

Guest suite in Goshen

Guesthouse in Fairfield

Cottage in New Fairfield

Family-friendly home rentals with a pool

Apartment in Glastonbury

Home in Stormville

Home in Litchfield

Home in Putnam Valley

Home in Yorktown Heights

Home in Lagrangeville

Home in Redding

Farm stay in Kent

Quick stats about accommodation & holiday rentals that are family-friendly in Southbury

Total rentals

Local attractions

Popular amenities

Wi-Fi availability

Total number of reviews

Nightly prices starting at

Destinations to explore