
Holiday rentals in Shelton
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Shelton
Guests agree: these stays are highly rated for location, cleanliness and more.

#2 Milford Beach (across street) Charles Isle 2BR
Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

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

Modern Downtown Stay Near Yale • Rooftop • Gym
Come and stay at this luxury, modern one-bedroom apartment just steps away from Yale! With Broadway just around the corner and some of New Haven’s best Pizza a stone’s throw away you’d be hard-pressed to find a better location for your stay. Enjoy cooking up a nice dinner at home one night using the fully-equipped kitchen provided. Spend the evening on the rooftop terrace watching the sunset over the city skyline before tucking in for the night. Use the downstairs gym for a morning workout.

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!

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

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.

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.

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..

The Cottage at Cedar Spring Farm
Welcome to The Cottage at Cedar Spring Farm located on a 16 acre working Christmas tree farm bordered by 155 acres of protected land trust with marked hiking trails. The holidays are right around the corner. Holiday reservations have date restrictions. Please inquire about availability. Conveniently located to I-84, shopping, local farms, wineries, breweries, restaurants, and Heritage Village. Please note that we allow pets (dogs only) and have a limit of two.

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.

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.
Popular amenities for Shelton holiday rentals
Other great holiday rentals in Shelton

Golden Colonial Home

Spacious Lakeside Hideaway

Lake Escape: Lake Cottage Charm, Lake Front, AC

Bird's Nest

Charming Home in Kent

A Nestled Retreat on 15 Acres

Beachside Oasis

Reel Funhouse
When is the best time to visit Shelton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £89 | £80 | £90 | £97 | £97 | £98 | £93 | £92 | £100 | £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
Are there family-friendly vacation rentals in Shelton?
Shelton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in apartment rentals in Shelton?
Experience the best of Shelton with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Shelton?
Four-legged friends are welcome in Shelton. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Shelton?
Yes! Work meets play with ease at over 30 vacation rentals in Shelton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Shelton have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shelton have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shelton have wifi?
Absolutely! We offer over 20 apartment rentals with wifi in Shelton. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Shelton have free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Shelton. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Shelton

Total holiday rentals
Explore 60 holiday rentals in Shelton

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

Verified guest reviews
Over 2,760 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
60 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!
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- Yale University
- Cooper's Beach, Southampton
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- Thunder Ridge Ski Area
- Southampton Beach
- Robert Moses State Park Beach
- Sunken Meadow State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Long Island Aquarium
- Bear Mountain State Park
- Yale University Art Gallery
- Mount Southington Ski Area
- Ski Sundown
- Sherwood Island State Park
- Sleeping Giant State Park
- Compo Beach
- Orient Beach State Park
- Dunewood
- Meschutt Beach
- Benmarl Winery
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