
Family-friendly holiday rentals in Redding
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Redding
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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; exclusive use of kitchen (was the main kitchen of the house); private entrance to space thru side door of the house. Two 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.

Artist Retreat in Beautiful Country Setting
Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchenette, a workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

Sherwood Barn - close to ski mountain
Our guests stay on the SECOND floor of the barn in a 1200 Sq Ft, fully reno'd apt that sleeps 6. Located about 1 hour from NYC you will find peace and serenity in the middle of nature on this 4 acre estate (that also contains our main home) where you can get away from it all. unwind this way or visit local attractions like Thunder Ridge Ski Mountain, snowshoe/ X Country skiing, hike/bike/running trails, restaurants and local cafe's. Great oasis to kick back and spend time with family.

Huckleberry Quarters, the Cozy Redding Retreat.
Now is the time to book your SPRING holiday at the Huckleberry Quarters, a beautifully appointed 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 peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two inflatable two person kayaks are available for use from May 1 to November 1..

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

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.

Fern Grove Cottage
If you’re looking for tranquility, this is the place for you! This charming cottage is located on a secluded country road. The cottage sits at the back of a gorgeous park-like property, and is near parks with hiking trails. This antique cottage has many modern renovations, providing convenience and comfort while maintaining the historic charm. This is the perfect getaway!

The Zen Cabin
Seated beside a playful cascade on Moffit’s Brook, this 1960 Log Cabin has been mindfully rejuvenated. 62 miles from NYC, The Zen Cabin offers respite from the hustle and bustle. Skylights, windows, and doors connect you with nature. Media-free, pet-free, and shoe-free. This laid-back retreat resides in one of Connecticut’s most bucolic and protected villages.
Popular amenities for Redding family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away

(°) The Wandering Peacock (°)

Oceanfront Beach House w/ Private Hot Tub

The Little Lake Cabin w/ hot tub, kayaks & firepit

Bedford Paradise Getaway | Hot Tub | Town Center

Cozy Cottage |Quintessential CT | Pet Friendly

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Family- and pet-friendly home rentals

Spacious Westport Apt surrounded by nature!

Cozy Scenic New England country retreat w/ hiking

2BR Flat above Historic Cider Mill

Private and Serene home close to I-84 and shopping

Hudson River Peaceful Getaway, Explore from here

Spring Sale! CozyCottage/Pet-friendly/WalktoBeach

Waterfront Lake House

Luxurious Barn With New England Charm
Family-friendly home rentals with a pool

LuxeCompound-HotTub Pool Sauna Treehouse Gamebarn

The Getaway-HOST & Co.

E and T Getaway LLC

Garden Level Suite with Beautiful Pool

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Midcentury Modern ZenHouse Sculptor Studio

Fireplace, Huge Eclectic space… 1.5 hr to NYC!

Port Jefferson Convenient, Cozy and Chic!
When is the best time to visit Redding?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £263 | £149 | £149 | £263 | £352 | £359 | £374 | £399 | £355 | £374 | £344 | £375 |
| Avg. temp | 0°C | 1°C | 4°C | 10°C | 16°C | 21°C | 24°C | 24°C | 20°C | 14°C | 8°C | 3°C |
Quick stats about holiday rentals that are family-friendly in Redding

Total holiday rentals
Explore 30 holiday rentals in Redding

Nightly prices starting at
Redding holiday rentals start at £90 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Redding holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Redding rentals

4.9 Average rating
Redding stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a firepit Redding
- Rentals with a washing machine and dryer Redding
- Pet-friendly rentals Redding
- House rentals Redding
- Rentals with outdoor seating Redding
- Rentals with a fireplace Redding
- Rentals with a patio Redding
- Rentals with pools Redding
- Family-friendly rentals Connecticut
- Family-friendly rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Bronx Zoo
- Yale University
- Rockefeller Center
- Grand Central Terminal
- Yankee Stadium
- Ohel Chabad-Lubavitch
- United Nations Headquarters
- Jones Beach
- Bryant Park
- Empire State Building
- Citi Field
- Radio City Music Hall
- Old Glory Park
- USTA Billie Jean King National Tennis Center
- Fairfield Beach
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art
- Astoria Park




