
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 £23 per night before taxes and fees

Verified guest reviews
Over 2,860 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

Cozy Private Studio | Easy Transit & Beaches
Cozy private studio in a quiet residential neighborhood in Stratford, CT. Bright, clean, and thoughtfully prepared basement space with fast WiFi, self check-in, coffee, and hotel-style amenities. Designed to help you feel at home for short getaways, work trips, or extended stays. 1 minute to I-95, 5 minutes to Metro-North (40-minute ride to NYC). Close to beaches and nearby towns. Free, easy street parking. Privacy always respected. Convenient to Yale, Fairfield, and many other nearby colleges.

Gemstone: Family-friendly, Close to Yale/Downtown
Welcome to Gemstone! Nestled on a quiet, tree-lined street, this architect designed space is just minutes from Yale Campus and downtown New Haven. Both beautiful and functional, it has been fully renovated and thoughtfully crafted to feature both modern and classic elements. In addition to two bedrooms and two full bathrooms, it includes everything you need to feel comfortable: central air, washer/dryer, WiFi, a 4-seat breakfast bar, new appliances, easy parking, and a 6-person dining table.

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.

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.

Bright, Stylish & Cozy Suite
Welcome to your calm and peaceful retreat — a bright, stylish, and cozy 3rd-floor walk-up suite designed for comfort and relaxation. Enjoy a sunny bedroom filled with natural light and beautiful views that make every morning special. This private space offers a quiet escape from the city buzz, blending modern style with a warm, homey feel. Perfect for those who appreciate calm surroundings, soft sunlight, and a touch of elegance in every corner.

Huntington Haven, The Farmhouse, Shelton Ct
This is a large, historic farmhouse located Halfway between New York City and Hartford, Connecticut. Perfect for visiting Yale/New Haven, the coast, the Long Island sound, and the Hamptons. There is also easy access to get into New York City to enjoy sightseeing, Broadway shows, fine dining, and events. Situated on 5 acres of wooded land with walking trail throughout. It is 2 miles to many restaurants, shopping, golf, and other activities.

Serenity Haven: A Modern Retreat
Discover the perfect blend of modern comfort and natural tranquility at our newly renovated guest house in Monroe, CT. Nestled in a peaceful, lush backyard with plenty of trees, complete with its own separate entrance, this space offers the ideal retreat. Enjoy morning coffee or evening relaxation on the expansive deck, with calming views of the greenery. Ideal for families, business travelers, or those seeking a serene retreat.

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.

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.

Peaceful Beach Cottage Vibes
Keep it simple at this peaceful and centrally-located Beach cottage . Shabby Chic .Located just a short stroll down to the Point beach. Beautiful Marsh view from your spacious raised front deck. Enjoy biking , swimming , Kayaking and relaxing , or a short walk to Milfords great restaurants and market. 3 mile drive to downtown Milford Green , Harbour, library, shops , and train station to N.Y.C. Etc.
Popular amenities for Shelton holiday rentals
Other great holiday rentals in Shelton

#37 - Luxury Collection

Spacious/Peaceful River View Home For Lg Families

Beautiful Waterfront on Housatonic River

Cozy Woodland Haven on a Quiet Street

Cozy, romantic cabin by the lake.

Coastal Retreat • 5 min to Beach • 3BR

Sunny Private Suite

Spacious Renovated 3 bedroom near GriffinHospital
When is the best time to visit Shelton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £84 | £84 | £99 | £99 | £100 | £94 | £93 | £101 | £93 | £84 | £84 |
| 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 house rentals in Shelton?
Experience the best of Shelton with our house rentals, starting at about $30 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 house rentals in Shelton have air conditioning?
Absolutely! We offer over 30 house 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 house rentals in Shelton have wifi?
Absolutely! We offer over 30 house 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.
Destinations to explore
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- Yale University
- Cooper's Beach, Southampton
- Bear Mountain State Park
- Thunder Ridge Ski Area
- Fairfield Beach
- Robert Moses State Park Beach
- Southampton Beach
- Sunken Meadow State Park
- Hammonasset Beach State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Powder Ridge Mountain Park & Resort
- Sleeping Giant State Park
- Compo Beach
- Yale University Art Gallery
- Ski Sundown
- Long Island Aquarium
- Wölffer Estate Vineyard
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Meschutt Beach
- Orient Beach State Park
- Soundview Beach
- Wesleyan University





