Pet-friendly vacation rentals in Redding

4.97 out of 5 average rating, 156 reviews

Home in Wilton

The Cozy Little Cottage

Charming guest apartment on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 to Westport center. The cottage is a good size for 1-2 adults, can fit 3 people if one is a child. The unit is separate from our house, but connected by a breezeway, and is above the garage. It is quaint and cozy, roughly 350 sq ft. High end kitchen appliances include gas range, mini fridge, microwave and mini dishwasher. Bedroom has a queen bed and we have a twin air mattress for use in living room.

WalkabilityOutdoor spacesGetting around

4.81 out of 5 average rating, 311 reviews

A sunlit bedroom features a spacious bed topped with a neutral blanket and decorative pillows. Large windows allow natural light to filter in, casting soft shadows across the room. A wooden dresser with plants and framed artwork adds warmth to the inviting space.

Guest suite in Wilton

Private Guest Suite | Entrance, Bath & Parking

Private guest suite with a private entrance, attached bathroom, dedicated workspace, fast internet, and private parking. Located on a quiet 1.5-acre property in Wilton, CT, walking distance of ASML and close to Norwalk Corporate Park, downtown Wilton, restaurants, coffee shops, stores, parks, and the Norwalk train station. Owners live in a separate part of the house. Guests have private access and space. Pets are welcome, outdoor space for dog walks. Cats live here but do not enter the suite.

Outdoor spacesPetsValue

4.86 out of 5 average rating, 127 reviews

A spacious bedroom is shown, featuring a large bed adorned with a floral quilt. A dresser is positioned against one wall, and two windows allow natural light to illuminate the space. A doorway leads to an adjoining area.

Apartment in Bethel

Spacious Bethel Home Close to Downtown

3 bedroom, 1.5 bathroom apartment on the first floor of a multi family house setback on a main road. It is about 15 minute walking distance to downtown Bethel where you will find a grocery store, restaurants, breweries & locally owned shops all accessible by sidewalks. 5 minutes to the train (MetroNorth) & just a few minutes to I-84 and right near rt. 58. **One pet per booking. Please include # of guests when booking, this is for safety; we need to know how many people are staying at the home

WalkabilityOutdoor spacesWifi

4.91 out of 5 average rating, 146 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Outdoor spacesPetsGetting around

4.98 out of 5 average rating, 147 reviews

A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.

Home in Norwalk

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

PetsOutdoor spacesCheckout

4.95 out of 5 average rating, 474 reviews

A spacious living area features a dark sofa and a patterned armchair, offering comfortable seating. A wooden Murphy bed is folded against the wall, while a small table with a lamp and decorative flowers adds to the inviting ambiance. Large windows provide natural light.

Guest suite in Fairfield

Private Studio Apartment Kitchen Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Outdoor spacesWalkabilityBathroom

Guest suite in South Salem

A bright sitting room features a cozy sofa adorned with colorful pillows. A wooden sideboard stands against the wall, while a small side table holds reading materials. Natural light filters in through two windows, illuminating the room's warm, wooden flooring and vibrant area rug.

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, 1 sofa bed ) totally self contained apt over 2 floors ,with its own seperate entrance.The ground floor has a mud room and full eat in kitchen.The 1 st floor has a sitting room,bathroom and 2 bedrooms. The space is the end wing of and attached to Shaker Hollow, a classic 1795 colonial.A Stone patio with outdoor furniture overlooks 3 1/2 acres of garden and a meadow .There is the use of a large fire pit and gas BBQ.

Outdoor spacesPetsWifi

4.93 out of 5 average rating, 353 reviews

4.91 out of 5 average rating, 105 reviews

The living room features a light grey sectional couch, offering ample seating. Natural light fills the space through large windows, highlighting the wood flooring. A stone fireplace adds a cozy element, while a small table holds decorative items and a soft rug is laid out on the floor.

Home in Redding

Nature Retreat Airbnb

House located in beautiful and tranquil Redding, CT. Two floors with private deck. Main level: half-bath, cook's kitchen with a 4-person dining area, living room with flatscreen TV with an Apple TV and a view of nature. Living room convertible couch can sleep two small children or one adult. Upstairs: 2 bedrooms with full size beds, privacy blinds, bathroom w/ shower (no tub). If you want a getaway from the city, or just an escape then come to this quiet and private house in the woods.

Outdoor spacesPetsBackyard

4.99 out of 5 average rating, 148 reviews

Home in Newtown

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.

PetsOutdoor spacesCondition

4.96 out of 5 average rating, 463 reviews

A rustic cabin is nestled among tall trees, showcasing a stone chimney and wooden exterior. Warm-colored windows invite natural light, while a gravel path leads to the entrance. Surrounding lush greenery enhances the cabin's secluded setting.

Cabin in Sherman

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 two-person kayaks are available for use from May 1 to November 1.

Outdoor spacesWalkabilityView

4.96 out of 5 average rating, 355 reviews

A rustic barn-style home features a wooden exterior with multiple large windows, enhancing natural light. A spacious elevated deck is surrounded by lush greenery, while an outdoor umbrella offers shade. The setting is serene, with a glimpse of the nearby brook and wooded area.

Home in Fairfield

Beautifully Restored Barn With New England Charm

Set back from the road on one wooded acre with a brook, this renovated 4-bedroom converted barn pairs rustic New England character with modern comfort. Expect 30-foot ceilings, exposed beams, oversized windows, a babbling brook, large yard, eclectic art and furniture, a grand piano, a stocked kitchen, deck, grill, and space to gather. A memorable Fairfield stay for families, couples, small groups, beach weekends, and quiet escapes.

Outdoor spacesPetsAmenities

5.0 out of 5 average rating, 191 reviews

A serene outdoor space features a heated saltwater pool surrounded by a spacious lawn. Sun loungers are positioned near an umbrella for shade, with lush greenery and a wooden fence creating a tranquil backdrop.

Home in Pound Ridge

Peaceful Light-Filled Guesthouse salt pool/sauna

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, or unwind in the pool side sauna. Perfect for families, small groups, or couples seeking a peaceful nature retreat.

Outdoor spacesWalkabilityAir conditioning

Popular amenities for Redding pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.93 out of 5 average rating, 142 reviews

A spacious deck is furnished with several striped lounge chairs surrounding a central table. Soft glow lights are suspended overhead, illuminating the area. A panoramic view of the lake and vibrant sunset colors create a serene setting for relaxation and social gatherings.

Home in Brookfield

Sleeps 18 LAKE VIEWS! Perfect for large group!

PetsOutdoor spacesBathroom

4.99 out of 5 average rating, 194 reviews

A comfortable living room is featured, with a gray sofa and two wooden chairs positioned around a small, circular coffee table. Natural light filters through large windows, illuminating light-colored walls and warm wooden flooring.

Home in Milford

The ARLO - Walk to Brewery & Restaurants

PetsOutdoor spacesIndoor spaces

4.83 out of 5 average rating, 119 reviews

A cozy space is highlighted by natural light streaming through multiple windows. Two dogs sit on the hardwood floor between a staircase and a plush area. A potted plant adds a touch of green, while various furnishings are positioned throughout the room.

Home in Shelton

Mid-Century Modern House - Ciela Haus

Outdoor spacesPetsAccess

4.88 out of 5 average rating, 175 reviews

A wooden dock extends towards a serene lake, surrounded by green hills. A kayak rests on the shore, inviting exploration. The scene is framed by the branches of a tree, adding a touch of nature to the peaceful waterfront view.

Home in Danbury

Candlewood Lakefront Retreat

PetsOutdoor spacesBathroom

4.99 out of 5 average rating, 191 reviews

A hammock is suspended between two trees, providing a relaxing spot beside the lake. Vibrant autumn leaves in shades of orange and yellow frame the serene water view, while a wooden dock is visible in the background, inviting guests to enjoy the tranquil setting.

Home in Putnam Valley

Luxury Lake House Sauna 1h From NYC

WalkabilityOutdoor spacesIndoor spaces

4.95 out of 5 average rating, 121 reviews

The studio features a neatly arranged sleeping area with a quilted bedspread in blue and white patterns. A desk with a chair is positioned nearby, allowing for a focused workspace. Natural light streams through sheer curtains, creating a bright and welcoming ambiance.

Home in Bridgeport

Cozy Studio in Bridgeport

WalkabilityOutdoor spacesAccess

4.94 out of 5 average rating, 144 reviews

A lakeside retreat is showcased, featuring a rustic exterior with dark wood accents. Adirondack chairs are arranged near the water's edge, alongside colorful kayaks resting on the peaceful lake. Lush greenery surrounds the property, reflecting in the calm water.

Home in Putnam Valley

Waterfront Lake House

PetsOutdoor spacesView

4.99 out of 5 average rating, 159 reviews

Two wicker chairs with patterned cushions are positioned beside a large window, offering a panoramic view of the sandy beach and ocean. The serene landscape includes gentle waves and distant beachgoers, framed by a bright sky.

Home in Milford

Serene Waterfront Retreat - 400 ft Private Beach!

Outdoor spacesPetsQuiet

Pet-friendly home rentals with a pool

4.97 out of 5 average rating, 225 reviews

A rustic stone fireplace is showcased, featuring a roaring fire that provides warmth and ambiance. A wooden bench sits in front, while logs are neatly stacked beside the hearth. Colorful artwork is displayed above the mantel, enhancing the charm of the space.

Guest suite in Holmes

Huge eclectic space w/fireplace. 1.5hr to city

WalkabilityOutdoor spacesDecor

4.99 out of 5 average rating, 330 reviews

The interior features large windows allowing natural light to illuminate the space. A spiral staircase leads to the loft. A cozy seating area includes a white sofa and a decorative fireplace. Lake views are visible through the glass doors, enhancing the serene atmosphere.

Guesthouse in Brewster

The Cottage by the Lake: Hudson Valley Indulgence

Outdoor spacesPetsAccess

4.98 out of 5 average rating, 101 reviews

Home in Stamford

Family Fun! Pool, Gameroom, Yard | 5 min to Train

WalkabilityOutdoor spacesQuiet

4.98 out of 5 average rating, 114 reviews

A spacious loft area features high ceilings with exposed beams and warm wooden accents. Two comfortable leather sofas face a central ottoman, surrounded by artwork and decor. Natural light floods in through large windows, highlighting the rich wooden floors and a decorative rug.

Cottage in Black Rock

Spacious Cottage Loft

WalkabilityPetsBathroom

4.95 out of 5 average rating, 137 reviews

An aerial view captures a serene lake surrounded by lush, colorful foliage in autumn. The tranquil water reflects the sky and trees, while the distant mountains frame the scene, providing a sense of peace and natural beauty. Residential homes can be seen along the water's edge.

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

PetsOutdoor spacesFamily

4.96 out of 5 average rating, 270 reviews

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

Midcentury Modern ZenHouse Sculptor Studio

Outdoor spacesPetsBackyard

4.94 out of 5 average rating, 96 reviews

A well-maintained pool is surrounded by lush green grass, offering a relaxing outdoor space. Several lounge chairs are positioned around the pool area, and a light stone bench adds a comfortable seating option. Sunlight filters through the trees, enhancing the serene atmosphere.

Home in Redding

Lovely Country Retreat:

Outdoor spacesPetsLayout

Guesthouse in Bedford Hills

The cottage is tucked amidst vibrant autumn foliage, framed by trees. A large front deck, furnished with two chairs, provides a serene entry, while the three expansive windows invite natural light. The wooden exterior blends harmoniously with the surrounding woodland.

Woodland Cottage Retreat with Saltwater Pool

Outdoor spacesPetsSleep quality

5.0 out of 5 average rating, 97 reviews

Private, pet-friendly home rentals

4.96 out of 5 average rating, 220 reviews

A modern white structure with large windows is surrounded by lush greenery, including a prominent tree and shrubs. A small seating area with a table and chairs is visible in the gravel courtyard, providing a tranquil outdoor setting embraced by nature.

Guesthouse in Southport

Southport, CT across from BEACH

WalkabilityPetsBathroom

4.82 out of 5 average rating, 260 reviews

A rustic cabin with green log siding is surrounded by tall trees. The front porch features two black chairs, and a storage trunk adds a practical touch. A decorative star and wall clock enhance the inviting exterior, while a garden area complements the natural setting.

Bungalow in Trumbull

Cozy, romantic cabin by the lake.

Outdoor spacesWalkabilityDecor

4.99 out of 5 average rating, 173 reviews

Guesthouse in Rowayton

1BR full cottage, 1 min walk to private beach

PetsOutdoor spacesCheckout

4.97 out of 5 average rating, 149 reviews

A spacious deck features a round table surrounded by four cushioned chairs, covered by a large red umbrella. Lush greenery and landscaped gardens are visible in the background, creating a serene outdoor setting.

Cottage in Seymour

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

Outdoor spacesPetsNearby

4.92 out of 5 average rating, 330 reviews

A two-story home is nestled among trees, featuring light-colored siding and a gray roof. A red patio umbrella provides shade over a seating area in the yard, while a gravel pathway leads to the front door, enhancing the natural surroundings.

Cottage in Newtown

Private and Serene home close to I-84 and shopping

PetsOutdoor spacesHospitality

4.84 out of 5 average rating, 521 reviews

An A-frame structure is positioned among trees, showcasing wooden siding and large windows. An outdoor deck features seating for relaxation, while warm light emanates from within. The surrounding landscape hints at a peaceful and wooded environment, enhancing the retreat's tranquil atmosphere.

Cabin in Carmel Hamlet

The Treehouse Lovenest

PetsOutdoor spacesLocation

4.95 out of 5 average rating, 283 reviews

A quaint cottage is nestled among vibrant trees, showcasing rich foliage in shades of green and burgundy. A well-kept lawn surrounds the cottage, with a white door framed by flower beds. The serene setting invites relaxation in a natural environment.

Cottage in South Salem

Private cottage in horse country &1 hour from NYC!

WalkabilityPetsCheck-in