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Family-friendly vacation rentals in Shelton

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 30 vacation rentals in Shelton

  • Nightly prices starting at

    Shelton vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,670 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Shelton vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Shelton rentals

  • 4.8 Average rating

    Shelton stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated family-friendly rentals in Shelton

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

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Superhost
An open bedroom suite is featured, with a warm-colored comforter covering a spacious bed. A wooden dresser stands beside the bed, and a leather couch is positioned against the wall. Natural light enters through windows, brightening the neutral-toned walls.
Guest suite in Ansonia

Private Inn

Private(not shared) self check-in, clean, quiet, safe, and free off street parking on a cul de sac road. The suite is 600sq your own private bathroom, backyard, and number keypad for your convenience to enter/exit into the suite at will, there is high speed Wi-Fi, HD cable tv, Kcup machine, heat/ac (indoor fireplace) also a firepit outsde ,rubber track and tennis courts literally in the back yard. 5miles away from Yale/nh and 5mins to Griffen Hospital and major highways great local restaurants

FamilyIndoor spacesGetting around

4.75 out of 5 average rating, 570 reviews
Top guest favorite
Cottage in Milford

3BR Cottage Walk to Beach and Tide Wedding Venue

Walking distance from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom ( King, Queen+ Twin), 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

FamilyIndoor spacesBackyard

4.99 out of 5 average rating, 178 reviews
Guest favorite
A spacious deck offers a panoramic view of the beach and water, with sunlight reflecting off the surface. Colorful chairs are positioned for relaxation, while shadows created by the railing add depth to the scene. The sandy shore can be seen in the distance.
Cottage in Milford

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Indoor spacesKitchenParking

4.88 out of 5 average rating, 109 reviews
Top guest favorite
Apartment in Milford

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

KitchenFamilyParking

4.98 out of 5 average rating, 162 reviews
Top guest favorite
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

Newly remodeled and designed, The ARLO combines a seamless blend of luxury & comfort for your family. Walking distance to Dockside brewery & stand-out local restaurants, while only 1 mile from the beautiful Walnut Beach. Enjoy a thoughtful & comfortably designed living room, cook in the chef-style kitchen, indoor/outdoor living with a game room and fully-fenced yard. -Less than 2 minutes to The Tyde wedding venue. -15 min to Fairfield U & Sacred Heart -15 min to YALE -0.2 miles off I-95

Indoor spacesKitchenLaundry

4.99 out of 5 average rating, 190 reviews
Guest favorite
A welcoming living area features a comfortable couch and a textured ottoman, complemented by natural wood accents on the ceiling. Light fills the space from multiple windows, highlighting the hardwood floors and decorative stone wall that adds character to the room.
Cottage in Milford

Summer Sale! CozyCottage/Pet-friendly/ WalktoBeach

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

KitchenIndoor spacesView

4.94 out of 5 average rating, 417 reviews
Top guest favorite
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

🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

FamilyKitchenAmenities

4.97 out of 5 average rating, 143 reviews
Guest favorite
Home in Milford

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Indoor spacesKitchenParking

4.94 out of 5 average rating, 145 reviews
Guest favorite
The exterior of a charming turn-of-the-century farmhouse is displayed, featuring a white facade and a welcoming porch. A red barn is positioned to the right, set against a backdrop of lush green lawn and trees under a clear blue sky.
Apartment in Milford

The Farmhouse Estate Apartment

Perfect for families & groups! This 3 bed & 1 bath unit is located on the 1st floor of a turn-of-the-century Farmhouse outfitted with modern amenities. The unit has been specifically designed for Airbnb use and has a boutique hotel feel. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), central air, private deck & beautiful views of a 1 acre yard with adjacent apple orchard. No parties or events allowed.

FamilyIndoor spacesBackyard

4.86 out of 5 average rating, 306 reviews
Top guest favorite
Home in Milford

Fully renovated/Walk to water & shops/fenced yard!

*Brand New Major Renovation in 2023* • Fully renovated, designer beach house • Steps away from quaint downtown •1 block from water •Walk to beach, restaurants, coffee, ice cream, deli & convenience store, liquor and more... • Luxe, white, 100% cotton sheets & fluffy duvets •FULLY FENCED backyard with outdoor seating, BBQ grill, & fire pit .Easy drive to Sacred Heart, Fairfield, & Yale .STEPS to Tyde wedding venue .Fiber internet for fast speed

Indoor spacesKitchenHospitality

4.98 out of 5 average rating, 156 reviews
Guest favorite
A cozy living room features a leather sofa, an exercise bike, and a central coffee table resting on a patterned rug. A shelf adorned with framed photographs lines the wall, complementing the warm color scheme.
Guest suite in Shelton

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.

Indoor spacesFamilySleep quality

4.82 out of 5 average rating, 323 reviews
Top guest favorite
Home in Redding

Retreat with Heated Pool, 1 Mile to NYC Train

The pool is open for the 2026 season. Escape to a stunning 4-BR home on 2 acres in Redding, CT (#1 Small Town). Just 90 mins from NYC, this luxurious retreat comfortably fits 8 guests. Enjoy hotel-style amenities, a heated saltwater pool, and a gourmet kitchen. Breathe in fresh country air in a peaceful, park-like setting. Perfect for families, offering a blend of modern comfort and outdoor living.

KitchenFamilyValue

4.99 out of 5 average rating, 104 reviews

Popular amenities for Shelton family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top guest favorite
A private hot tub is situated beneath a covered patio, surrounded by blooming azaleas. The inclined garden path leads to a charming wooden house featuring a slate roof, with warm sunlight illuminating the scene. Outdoor seating is available nearby.
Home in Stratford

Cozy Colonial - Private Hot Tub & Entire House

KitchenFamilyBackyard

4.96 out of 5 average rating, 239 reviews
Top guest favorite
A vibrant sunset fills the sky with hues of pink, orange, and purple, reflecting on the tranquil water. Silhouettes of two birdhouses are visible on posts in the foreground, framed by lush vegetation along the shore.
Home in Milford

3 Bedroom Beach House with Hot Tub!

FamilyIndoor spacesParking

4.97 out of 5 average rating, 156 reviews
Top guest favorite
A spacious deck features a traditional wood-burning hot tub, reflecting the surrounding trees and sky. Nearby, a dining set provides a place to enjoy meals outdoors, surrounded by the natural beauty and serenity of the cabin's setting.
Cabin in New Milford

Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub

KitchenIndoor spacesSkiing

5.0 out of 5 average rating, 112 reviews
Top guest favorite
The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.
Villa in New Haven

A Spacious 5BR Near Yale|Ideal For Groups&Family

Indoor spacesFamilyAccuracy

4.99 out of 5 average rating, 180 reviews
Guest favorite
A spacious pool area is framed by well-maintained greenery and flowering plants. Two large umbrellas provide shade over lounge chairs beside a sparkling pool, with expansive coastal views and a serene landscape of grasses and trees beyond.
Cottage in Guilford

Luxury cottage by the sea with hot tub and pool

KitchenIndoor spacesLaundry

4.95 out of 5 average rating, 210 reviews
Top guest favorite
A vibrant sunset reflects on calm waters, with shades of orange and purple illuminating the sky. Silhouettes of small boats are visible along the sandy shoreline, while gentle waves create a serene atmosphere. The scene offers a tranquil view of Long Island Sound at dusk.
Home in New Haven

Beach Haven - waterfront, near Yale, sunsets

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 146 reviews
Top guest favorite
The entrance showcases a wooden door with a rustic design and a blue frame. A yellow flower arrangement hangs from the door, welcoming guests. The space beyond is an open-concept living area with natural light filtering through sheer curtains, revealing a sectional sofa and wood ceiling beams.
Cottage in Bethlehem

Cozy Cottage |Quintessential CT | Pet Friendly

KitchenIndoor spacesSleep quality

4.99 out of 5 average rating, 170 reviews
Guest favorite
A modern farmhouse is set on a spacious lot. The architecture features a blend of dark and light siding with a white chimney. A well-maintained path leads to a front porch, surrounded by landscaped greenery, enhancing the inviting curb appeal.
Home in Sound Beach

Luxury modern farmhouse with heated pool & hot tub

KitchenFamilyDecor

4.92 out of 5 average rating, 145 reviews

Family- and pet-friendly home rentals

Top guest favorite
A spacious living room features a large sectional couch adorned with colorful pillows, next to a smaller armchair. Natural light floods through wide windows framed by vibrant curtains. A wooden coffee table sits in the center, with art pieces displayed on the walls and a guitar nearby.
Home in New Haven

Westville Schoolhouse by Stephanie and Damian

KitchenIndoor spacesBackyard

5.0 out of 5 average rating, 127 reviews
Top guest favorite
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

Indoor spacesFamilyHiking

4.96 out of 5 average rating, 354 reviews
Top guest favorite
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

KitchenIndoor spacesHospitality

4.95 out of 5 average rating, 112 reviews
Guest favorite
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

Indoor spacesFamilySolo travel

4.96 out of 5 average rating, 458 reviews
Top guest favorite
A warm wooden interior is featured, with wall art depicting horses and rural scenes. A rustic wooden table is positioned near the window, and a candle sits at its center. A potted plant adds a touch of greenery beside a cozy armchair.
Farm stay in Redding

Charming Historic Cottage in the Redwoods

KitchenIndoor spacesWalkability

4.98 out of 5 average rating, 102 reviews
Superhost
The exterior of a beach cottage is shown, featuring light-colored siding and blue shutters. A white railing surrounds a small porch, leading to a front door. Lush greenery and a few decorative elements enhance the inviting appearance of the home.
Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Indoor spacesKitchenNearby

4.93 out of 5 average rating, 156 reviews
Top guest favorite
A serene view of the Long Island Sound showcases several sailboats gently drifting on the blue water. The scene is framed by a simple fence and grassy area, with a clear blue sky above, creating a peaceful coastal atmosphere.
Home in New Haven

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Indoor spacesKitchenBackyard

4.98 out of 5 average rating, 231 reviews
Guest favorite
A light-filled living area features a white sectional sofa and natural decor. Shelves with decorative items and plants enhance the space. The open layout leads to a dining area visible in the background, with wooden furniture and a textured rug grounding the room.
Home in Bethel

Boho house near NYC

Indoor spacesFamilyBathroom

4.85 out of 5 average rating, 123 reviews

Family-friendly home rentals with a pool

Superhost
The living area features a light-colored sofa and accent chair positioned around a glass coffee table. Large windows allow natural light to enter, while sheer curtains frame the view of the outdoor space. A television and elegant decor add comfort to the setting.
Apartment in New Haven

King 1BR Apt with Cozy Den and Luxury Amenities

FamilyIndoor spacesParking

4.95 out of 5 average rating, 139 reviews
Top guest favorite
A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.
Guest suite in Monroe

Garden Level Suite with Beautiful Pool

Indoor spacesFamilyLaundry

4.97 out of 5 average rating, 214 reviews
Top guest favorite
An aerial view showcases the antique farm property set within a spacious landscape. Surrounding areas feature a mix of treed land and open fields. The main house, along with additional structures and a large yard, is visible alongside winding roads, emphasizing the rural setting.
Barn in Bethel

Escape to a Restored New England Antique Milk Barn

Indoor spacesFamilyLocation

4.98 out of 5 average rating, 266 reviews
Top guest favorite
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

Indoor spacesFamilyCleanliness

5.0 out of 5 average rating, 187 reviews
Superhost
A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.
Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

FamilyKitchenOutdoor spaces

4.88 out of 5 average rating, 129 reviews
Top guest favorite
A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.
Home in Mattituck

Modern farmhouse w/ pool, beach, horses and winery

KitchenIndoor spacesPets

4.93 out of 5 average rating, 134 reviews
Top guest favorite
A large farmhouse is depicted in the background, featuring a broad balcony and distinctive architectural details. Sunflowers are prominently featured in the foreground, with bright yellow petals and green leaves, surrounded by lush grass and trees providing a serene atmosphere.
Barn in Bloomfield

Farm Stay with Horses & Pool | Mountaintop Views

Indoor spacesFamilyNearby

4.97 out of 5 average rating, 139 reviews
Top guest favorite
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

KitchenIndoor spacesLayout

4.98 out of 5 average rating, 113 reviews

When is the best time to visit Shelton?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$25,523 GYDG$25,523 GYDG$27,197 GYDG$36,611 GYDG$43,096 GYDG$36,611 GYDG$27,197 GYDG$25,941 GYDG$31,381 GYDG$32,427 GYDG$27,197 GYDG$25,523 GYD
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