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Shelton, CT vacation rentals
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Best Vacation rentals and Airbnb offers in Shelton, CT

Search Vacation Rentals near the Old Town in Shelton, CT

These central Shelton, CT vacation rentals make exploring downtown easy on foot. Skip the hassle of transfers and enjoy a convenient city stay.

Fully Furnished Apartment - Shelton, CT
10 2 reviews

Fully Furnished Apartment

apartment, Ansonia
This Ansonia, CT apartment rental is conveniently located near Griffin Hospital, a three-minute drive away.
The one-bedroom, one-bathroom unit comfortably sleeps three guests and features a fully equipped kitchen, air conditioning, and free internet access; its peaceful interior design offers a relaxing retreat after exploring local Ansonia attractions.
2 Bedroom Entire Apartment - Shelton, CT
9.4 244 reviews

2 Bedroom Entire Apartment

apartment, Ansonia
This Ansonia apartment is conveniently located 1.3 miles from Ansonia Mall Shopping Center and 2.6 miles from Housatonic River. It has received excellent ratings for its location, cleanliness, and user experience.
The apartment features two bedrooms, one bathroom, and can accommodate up to four guests. It offers a fully equipped kitchen, air conditioning, and private parking. Guests can enjoy a range of amenities, including a TV, coffee/tea maker, and hair dryer.
Renovated 2 Bedroom Entire Apartment W/parking - Shelton, CT
9.2 231 reviews

Renovated 2 Bedroom Entire Apartment W/parking

apartment, Ansonia
This stylish Ansonia apartment is a 25-minute drive from New Haven, in a quiet area. It has excellent user, location, and cleanliness ratings.
The apartment is on the second floor and has 2 bedrooms, 1 bathroom, and a fully equipped kitchen. It can accommodate up to 4 guests and is perfect for group trips. It has air conditioning, parking, internet, a fridge, a microwave oven, and televisions in the living room and one bedroom.
Cozy, Close To Griffin Hospital - Shelton, CT
9.1 39 reviews

Cozy, Close To Griffin Hospital

apartment, Derby
This Derby apartment rental is conveniently located on the third floor of a three-family house near Griffin Hospital and a short drive from the downtowns of Shelton, Ansonia, and Derby.
The one-bedroom, one-bathroom unit sleeps two guests and features a queen-size bed, bonus room, smart TVs, fully equipped kitchen with microwave, fridge, and freezer, free Wi-Fi, and on-site parking.

Best Shelton, CT vacation rentals with air conditioning

Beautiful Waterfront On Housatonic River - Shelton, CT
9.4 147 reviews

Beautiful Waterfront On Housatonic River

bungalow, Seymour
This waterfront cottage in Seymour, Connecticut is situated just a short drive from Lake Zoar, a popular recreation area. Guests consistently rate the cottage excellent for location, cleanliness, and overall experience.
The cozy cottage has one bedroom, one bathroom, and can comfortably accommodate up to four guests. Guests can enjoy access to a private deck, kayaks, an outdoor fireplace, a fully equipped kitchen, and a range of amenities including free Wi-Fi, streaming services, and a blow dryer.
Private Apartment In Southbury 103 - Shelton, CT
10 2 reviews

Private Apartment In Southbury 103

apartment, Southbury
This Southbury apartment rental is conveniently located near Flanders Nature Center (12 miles) and the Abbey of Regina Laudis (13 miles), offering easy access to outdoor recreation and cultural attractions.
The 850-square-foot unit features one bedroom, one bathroom, and sleeps three, complete with a fully equipped kitchen (including a dishwasher), in-unit laundry, free Wi-Fi, and private parking.
Private Apartment In Southbury 101 - Shelton, CT
No reviews

Private Apartment In Southbury 101

apartment, Southbury
Book this vacation rental. You will be in Southbury.
Services and facilities include a washing machine, a fridge and a kitchen. This apartment in Southbury also has air conditioning!
Private Apartment In Southbury 101 - Shelton, CT
9.2 36 reviews

Private Apartment In Southbury 101

apartment, Southbury
This Southbury apartment is located in a peaceful neighborhood and is well-rated by previous guests. It has one bedroom and one bathroom, with a floor area of 10760 square feet and can accommodate up to two guests.
The apartment is modern and well-equipped, with a kitchen that includes a fridge, microwave oven, and dishwasher. It also has air conditioning, internet, parking, and laundry facilities.

Frequently Asked Questions about vacation rentals in Shelton, CT

  • When is the best time to book a vacation rental in Shelton, CT?

    The best time to book a vacation rental in Shelton is during the shoulder seasons, spring and fall. You'll avoid the crowds and enjoy pleasant weather. Plus, the rates are usually a bit lower.
  • What are the best Airbnb and vacation rentals in Shelton, CT?

    1st Flr Apt Your Private Resort - Now Family-ized, Super Cozy 1 Br Apt - Own Entrance - Great Loc and Mid-century Modern House - Ciela Haus are the most popular Airbnb and vacation rentals in Shelton, CT among travelers.

  • What events or festivals should visitors check out in and around Shelton, CT?

    The Shelton Summerfest is a popular annual event held in July, featuring live music, food vendors, and family-friendly activities. The nearby city of Derby also hosts the Derby Day Festival in June, with a parade and various entertainment options.
  • What are the most popular Airbnbs in Shelton, CT?

  • What are the best budget-friendly activities in Shelton, CT?

    Shelton is full of budget-friendly activities. Take a stroll through the Shelton Green, enjoy a picnic by the Shelton Riverwalk, or explore the exhibits at the Shelton Historical Society Museum. These are all great options that won't break the bank.
  • What are the best vacation rentals with a pool in Shelton, CT?

  • What are the best restaurants with local dishes in Shelton, CT?

    For a taste of local cuisine, try the classic American dishes at The Tavern on the Green, or enjoy the Italian fare at La Piazza. Both offer a comfortable atmosphere and a taste of Shelton's culinary scene.
  • What are the best rentals for families and kids in Shelton, CT?

  • What are the best walking or cycling routes in Shelton, CT?

    The Shelton Riverwalk is a beautiful and easy walking or cycling route that follows the Housatonic River. It's a great way to enjoy the natural beauty of Shelton. For a longer ride, check out the scenic route along the Naugatuck River.
  • What are the best rentals or Airbnbs with a jacuzzi in Shelton, CT?

  • Are there pet-friendly attractions in Shelton, CT?

    The Shelton Riverwalk is a great pet-friendly option. You can enjoy a walk or bike ride with your furry friend along the river. Many of the local parks and green spaces are also dog-friendly.
  • What are the benefits of choosing a vacation rental in Shelton, CT?

    Vacation rentals in Shelton offer more space and privacy compared to hotels. They often come with kitchens, allowing you to cook your own meals and save money. Additionally, they can be a great option for families or groups traveling together.
  • What are the top sports attractions and facilities in Shelton, CT?

    Shelton doesn't have any major professional sports teams, but it has a few popular recreational facilities. The Shelton Sports Complex offers various fields and courts for sports like soccer, baseball, and basketball. The Shelton YMCA also provides a range of fitness programs and activities.

Popular destinations

Best Vacation Rentals with Balconies in Shelton, CT

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Shelton, CT.

191 Seymour, Ave. Derby · Spacious Renovated 3 Bedroom Near Griffinhospital - Shelton, CT
8.6 8 reviews

191 Seymour, Ave. Derby · Spacious Renovated 3 Bedroom Near Griffinhospital

apartment, Derby
This Derby apartment is located just a short five-minute walk from Griffin Hospital, making it perfect for those seeking medical care or visiting loved ones. The apartment has earned excellent ratings for its location, cleanliness, and overall experience.
The apartment features a modern and stylish interior with an open layout that comfortably accommodates up to four guests. It offers a range of amenities, including a fully equipped kitchen, a private terrace, and a 75-inch smart TV for entertainment.
The Queen Anne: Spacious New Haven Retreat, Close To Yale & Downtown - Shelton, CT
10 9 reviews

The Queen Anne: Spacious New Haven Retreat, Close To Yale & Downtown

apartment, New Haven
This spacious 1700-square-foot, two-story apartment rental is located in West Haven, a neighborhood convenient to Yale Bowl and Payne Whitney Gymnasium in New Haven, Connecticut.
The four-bedroom, two-bathroom unit sleeps eight, boasts a fully equipped kitchen, in-unit laundry, central AC, a private entrance, off-street parking, and an EV charger, plus included streaming services and family-friendly amenities.
Beautiful, Spacious, Waterfront Home On The Bay - Shelton, CT
10 105 reviews

Beautiful, Spacious, Waterfront Home On The Bay

apartment, West Haven
This West Haven vacation home is located just a short distance from popular beaches like Seabluff Beach and Bradley Point Beach, offering easy access to the area's beautiful coastline. The property has received excellent ratings for location, cleanliness, and overall user experience.
This 4-bedroom house can accommodate up to 10 guests, making it perfect for families or groups of friends. The home features a fully equipped kitchen, a private fenced yard, a spacious terrace, and free Wi-Fi, providing everything you need for a comfortable and enjoyable stay.
On The Water Spacious Comfortable Historic House - Shelton, CT
No reviews

On The Water Spacious Comfortable Historic House

house, West Haven
This West Haven home, a 17-minute walk from Woodmont Beach and 1.3 miles from Sea Bluff Beach, offers a convenient location near popular attractions.
The 2,730-square-foot house features a spacious five-bedroom layout, accommodating up to 14 guests, with amenities including a fully equipped kitchen, three bathrooms, a private garden, free Wi-Fi, and parking.

Top Vacation Rentals for Families in Shelton, CT

Ideal for family vacations, these Shelton, CT rentals or Airbnbs offer spacious layouts near top city attractions.

Modern + Spacious 5br/2ba Home, Renovated Backyard - Shelton, CT
9.6 5 reviews

Modern + Spacious 5br/2ba Home, Renovated Backyard

apartment, Bridgeport
This West End, West Side home is located less than 2 miles from Bridgeport's Downtown South Historic District and Lafayette Park, and within 3 miles of the Housatonic Museum of Art and Downtown Cabaret Theatre.
This 2,500-square-foot vacation rental boasts five bedrooms, two bathrooms, sleeps twelve guests, and includes amenities such as free Wi-Fi, a fully equipped kitchen, and a fireplace.
Skytop Oceanfront Oasis, Steps From Sandy Beach - Shelton, CT
9.5 131 reviews

Skytop Oceanfront Oasis, Steps From Sandy Beach

apartment, Milford
This waterfront vacation home is located in Milford, just a short walk from Silver Sands State Park and Silver Sands, and a short drive from Walnut Beach and Milford Green. This property has received excellent ratings for location, cleanliness, and overall user experience.
The home offers two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a modern living space with amenities like a washer, coffee maker, free WiFi, and a Smart TV, as well as a relaxing spa and a private garden.
Cheerful 4 Bedroom Home With All The Updates - Shelton, CT
9.8 6 reviews

Cheerful 4 Bedroom Home With All The Updates

apartment, Newtown
This updated 3-bedroom, 2-bathroom condo in Sandy Hook is located 1.8 miles from The Waterview and offers ample space for up to 8 guests.
This pet-friendly residence features a modern kitchen with a gas range, air conditioning, a private garden, and parking, with proximity to Kettletown State Park, Rocky Glen State Park, Wolfe Park Tennis Center, and Danbury Sports Dome.
Luxe, Designer Renovation; Walk To Tyde Wedding Venue, Shops & Beach! - Shelton, CT
9.8 8 reviews

Luxe, Designer Renovation; Walk To Tyde Wedding Venue, Shops & Beach!

apartment, Milford
This Milford apartment rental, newly renovated in Spring 2023, is located one block from the water in the downtown area, providing easy access to Milford beaches and shops.
The three-bedroom, two-bathroom house sleeps seven guests and features a backyard with a grill and fire pit, plus family-friendly amenities like high chairs and a pack 'n play; nearby attractions include Sacred Heart University and Yale New Haven Hospital.

Best Shelton, CT vacation rentals with parking

Private Apartment In Southbury 103 - Shelton, CT
10 4 reviews

Private Apartment In Southbury 103

apartment, Southbury
Entire Apartment 2 Bedroom - Shelton, CT
9.3 216 reviews

Entire Apartment 2 Bedroom

apartment, Ansonia
2r · Renovated Brand New 2br Listing - Shelton, CT
10 1 review

2r · Renovated Brand New 2br Listing

apartment, Ansonia
Coastal Work & Rest Retreat - Shelton, CT
9.1 7 reviews

Coastal Work & Rest Retreat

apartment, New Haven

Compare Luxury Vacation Rentals in Shelton, CT

Discover ultimate relaxation in a luxury Shelton, CT vacation rental, where comfort meets a central, prime location.

Lakefront Getaway - Shelton, CT
9.3 98 reviews

Lakefront Getaway

apartment, Oxford

Our Favorite Pet-Friendly Vacation Rentals in Shelton, CT

Discover dog-friendly vacation rentals in Shelton, CT situated perfectly for city walks and nearby dog parks.

Lakefront Connecticut Oasis - Updates Throughout - Shelton, CT
10 14 reviews

Lakefront Connecticut Oasis - Updates Throughout

apartment, Oxford
Private Apartment In Southbury 101 - Shelton, CT
9.6 7 reviews

Private Apartment In Southbury 101

apartment, Southbury
New Spacious 4br 4bath / Pool / River View - Shelton, CT
No reviews

New Spacious 4br 4bath / Pool / River View

apartment, Seymour
Private Apartment In Southbury 102 - Shelton, CT
10 1 review

Private Apartment In Southbury 102

apartment, Southbury

Explore Vacation Rentals with a Pool in Shelton, CT

Staying in a vacation rental or Airbnb with a pool in Shelton, CT ensures a proper swim is always a convenient part of your city stay.

Farmhouse From 1800 Modernized To Feel Like Home! - Shelton, CT
10 1 review

Farmhouse From 1800 Modernized To Feel Like Home!

apartment, Monroe
Farmhouse From 1800 Modernized To Feel Like Home! - Shelton, CT
10 5 reviews

Farmhouse From 1800 Modernized To Feel Like Home!

apartment, Monroe
Modern Spacious Family Home W/ Pool & Office Area - Shelton, CT
8.0 1 review

Modern Spacious Family Home W/ Pool & Office Area

apartment, Milford
Cozy 1-bedroom Apartment In Lovely Oxford - Shelton, CT
10 6 reviews

Cozy 1-bedroom Apartment In Lovely Oxford

apartment, Oxford

Search Vacation Rentals with Jacuzzi in Shelton, CT

Coming home to a private hot tub after a day of urban exploration completely transforms your Shelton, CT experience.

7 Mins Drive To Yale, Large Fenced Yard - Shelton, CT
9.2 10 reviews

7 Mins Drive To Yale, Large Fenced Yard

house, New Haven
7 Mins Drive To Yale, Large Fenced Yard - Shelton, CT
No reviews

7 Mins Drive To Yale, Large Fenced Yard

house, New Haven
Luxury Family Retreat With Lake & Comfort. - Shelton, CT
9.7 44 reviews

Luxury Family Retreat With Lake & Comfort.

apartment, Trumbull
Stone House -Shelton - Shelton, CT
No reviews

Stone House -Shelton

apartment, Shelton
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