Holiday rentals in Shelton

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Shelton

  • Total holiday rentals

    Explore 70 holiday rentals in Shelton

  • Nightly prices starting at

    Shelton holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Shelton holiday rentals include wifi 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 holiday rentals in Shelton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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
4.75 out of 5 average rating, 559 reviews

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

Top guest favourite
An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.
Flat in Milford
4.97 out of 5 average rating, 634 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Guest favourite
Home in Shelton
4.95 out of 5 average rating, 22 reviews

Shelton's New England Nest: 2 bed EV, Shower, W/D

Discover your perfect Shelton getaway at the New England Nest! This stylish, modern home offers a spacious, airy setting ideal for families and professionals. Stay cool with central AC and enjoy gleaming new hardwood floors and a stunning, fully renovated kitchen. It’s a welcoming, child-friendly environment with room to relax. Enjoy ultimate convenience with in-unit laundry and a major bonus for travelers: a dedicated Universal EV charger on site for your comfortable and connected CT stay.

Top guest favourite
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
4.99 out of 5 average rating, 180 reviews

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

Guest favourite
A rustic cottage is nestled among tall trees, overlooking a flowing brook. A wooden bench sits on a grassy area, with large boulders nearby. The house features a deck and is surrounded by greenery, with a gravel driveway leading up to the front.
Cottage in New Milford
4.95 out of 5 average rating, 244 reviews

The Cottage on Babbling Brook

A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.

Top guest favourite
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
4.94 out of 5 average rating, 407 reviews

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.

Top guest favourite
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
4.96 out of 5 average rating, 130 reviews

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.

Guest favourite
Home in Shelton
5 out of 5 average rating, 14 reviews

Sunny Private Suite

Bright and private furnished 1-bedroom, 1-bath in-law apartment with separate entrance in Huntington section of Shelton. Features a sunny living area with sofa bed, full bath, and well-equipped kitchenette. Ideal for professionals or traveling nurses. Minutes to Shelton corporate offices and local businesses, and close to major hospitals. Located in a quiet residential setting with convenient access to shopping, dining, and major highways.

Top guest favourite
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
4.96 out of 5 average rating, 230 reviews

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Guest favourite
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
4.82 out of 5 average rating, 320 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.

Top guest favourite
Home in Fairfield
4.95 out of 5 average rating, 221 reviews

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.

Top guest favourite
The exterior of the midcentury home is presented among lush greenery, featuring a brown wooden facade and small windows. Vibrant flowering plants in shades of pink and green surround the area, providing a natural frame against the serene backdrop of trees and the nearby lake.
Guest suite in West Haven
4.92 out of 5 average rating, 226 reviews

Midcentury Lakeside Guest Suite

Private guest studio suite in a beautiful, midcentury lakeside home. Built in 1957, this home on a quiet residential street is a unique piece of modern architecture around a serene lake in suburban Connecticut. It is walkable from the nearby railway station, and it is close to West Haven's picturesque beaches, and a short drive from downtown New Haven.

Popular amenities for Shelton holiday rentals

When is the best time to visit Shelton?

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Avg. price£82£82£82£97£97£98£93£92£99£91£82£82
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Frequently Asked Questions

  • What are the best places to stay in Shelton?

    Staying near Shelton’s downtown places you close to local restaurants and shops, while the surrounding neighborhoods have quiet streets and easy access to parks. Many travelers enjoy residential areas for a more local experience.

  • What are the best things to do in Shelton with kids?

    Families often explore local parks and playgrounds, join nature walks, or visit nearby farmstands. Shelton has several community spaces where children can enjoy outdoor activities and seasonal events.

  • What are some of the best things to do in Shelton?

    Explore hiking or biking trails, discover community parks, or visit local farms for seasonal activities. Shelton has historic districts, outdoor spaces, and farmers’ markets that welcome both residents and guests.

  • How is the weather in Shelton?

    Shelton has cold winters, with temperatures from 24–44°F (-4–7°C), and warm summers around 68–83°F (20–29°C). Expect rain spread throughout the year, and potential snow from late fall through early spring.

  • When is the best time to visit Shelton?

    Late spring through early fall is often recommended for warmer weather and outdoor activities, with temperatures ranging from 58–83°F (15–29°C). Autumn is popular for foliage and harvest events, while winter brings a quieter atmosphere and potential snowfall.

  • What are the best places to visit in Shelton?

    Explore Shelton’s historic town center, wander through public parks, or stop by a local farm for seasonal experiences. Community preserves and art spaces provide additional insights into local culture.

  • What are some hiking trails in Shelton?

    Hiking in Shelton often includes woodland trails, river walks, and paths through community preserves. The city’s parks are frequently suggested for nature walks, birdwatching, and connecting with local landscapes.

  • What are some family activities we can do in Shelton?

    Families can enjoy public parks with playgrounds, nature walks, and visits to local farms for seasonal events or produce picking. Community recreation centers also host activities and arts programs suitable for a wide range of ages.

  • What are some of the best day trip ideas from Shelton?

    Many visitors take day trips to nearby scenic towns, lakes, or coastline areas to explore regional culture and nature. Vineyards, historical sites, and family-friendly attractions are popular choices in the area around Shelton.

  • Are there any pet friendly accommodations available in Shelton?

    Many accommodations in Shelton welcome pets, especially in residential neighborhoods with easy access to green spaces. Look for homes with fenced yards or proximity to local trails for comfortable stays with your dog or cat.

  • What are some local tips for visiting Shelton?

    Locals often suggest exploring local farmstands during harvest seasons, bringing sturdy shoes for park trails, and enjoying community events hosted in public spaces. Early mornings can be peaceful for walks near the river or through preserved woodlands.

  • What is Shelton known for?

    Shelton is known for its blend of historic mill town roots and green spaces, including locally preserved parks and walking trails. The area has a tradition of agriculture, community events, and scenic riverfronts.

  • What are the best hidden gems to explore in Shelton?

    Look for locally owned shops, riverside trails, and small art spaces that give insight into Shelton's community. Seasonal pick-your-own farms and quiet neighborhoods also reveal the area’s local character.

  • What are the best foods to try in Shelton?

    Shelton has a range of classic American fare, pizza, fresh seafood, and flavors inspired by Italian and Latin American traditions. Local bakeries and farmstands often highlight regional produce and seasonal treats.

  • What should I bring for a trip to Shelton?

    Pack comfortable walking shoes, layers for cool mornings or evenings, and a rain jacket for occasional showers. Bringing reusable water bottles and sun protection is helpful for time outdoors in local parks or on trails.

  • What is the nightlife in Shelton like?

    Nightlife in Shelton centers on relaxed pubs, casual bars, and restaurants with live music or trivia nights. The downtown area sometimes hosts community events or seasonal gatherings in the evenings.

  • What are the most popular events or festivals in Shelton?

    Shelton has annual community festivals, farmers’ markets, and summer concerts in the park, often centered around local food, music, and tradition. Fall harvest events and holiday celebrations are frequently suggested by residents.

  • Are there family friendly vacation rentals in Shelton?

    Shelton has many family-friendly vacation rentals, including options with full kitchens, multiple bedrooms, and access to outdoor play areas. Look for homes near parks or residential neighborhoods for added convenience.