Holiday rentals in Shelton
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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.
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
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!
Walnut Beach Escape Fenced Oasis Yard
🌊 Steps from Walnut Beach & Silver Sands State Park, this guest-favorite coastal escape blends beach access, privacy & relaxed luxury. Enjoy a tropical-inspired backyard oasis with a cascading fish pond, multiple lounge areas & a seasonal palm tree—perfect after a day by the shore. Inside, unwind in a beautifully designed home with a gourmet kitchen & modern comforts. Just 90 minutes from NYC & 15 from New Haven, it’s an ideal retreat for beach days, nature lovers & laid-back coastal living.
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.
Designer Beach Retreat on Exclusive Cedar Beach
Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!
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
French Estate Guest House on Private Lake
A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.
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.
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.
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.
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.
Soaking Tub Retreat | Cozy Luxe Stay Near Yale
Relax in this peaceful retreat just 10 minutes from downtown New Haven and Yale. Ideal for solo travelers or anyone seeking a quiet escape. Enjoy the deep soaking tub, calming decor, fast Wi-Fi, and a serene space to recharge. No parties—just peace, comfort, and good vibes. This is a calm, intentional space for peaceful stays only. We welcome guests who appreciate good energy and quiet rest.
Popular amenities for Shelton holiday rentals
Other great holiday rentals in Shelton
Adorable Beach House on LI Sound
Spacious/Peaceful River View Home For Lg Families
Cozy Private Studio | Easy Transit & Beaches
Huntington Haven, The Farmhouse, Shelton Ct
Avi’s River House
Cozy Woodland Haven on a Quiet Street
Cozy studio unit
Bright, Stylish & Cozy Suite
When is the best time to visit Shelton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £82 | £82 | £82 | £96 | £96 | £97 | £92 | £91 | £99 | £91 | £82 | £82 |
| 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 |
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.
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