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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.
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.
Entire Apartment 2 Bedroom - Shelton, CT
9.3 216 reviews

Entire Apartment 2 Bedroom

apartment, Ansonia
This Ansonia apartment is conveniently located near the Ansonia Mall Shopping Center and the Housatonic River, offering easy access to shopping, dining, and outdoor recreation. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This 2-bedroom, 1-bathroom rental includes a fully equipped kitchen with a refrigerator, oven, stovetop, and microwave. Guests can enjoy modern amenities like air conditioning, a garden, parking, and internet access.
Shelton's New England Nest: 2 Bed Ev, Shower, W/d - Shelton, CT
9.9 24 reviews

Shelton's New England Nest: 2 Bed Ev, Shower, W/d

apartment, Shelton
This stylish, newly renovated 2-bedroom, 1.5-bathroom apartment in Shelton offers convenient access to local parks and Downtown Shelton, with neighboring towns also within reach.
This family-friendly unit accommodates up to six guests and features a modern, fully equipped kitchen, in-unit laundry, high-speed fiber internet, a 50” Roku Smart TV, and a Universal EV charger.

Best Shelton, CT vacation rentals with air conditioning

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.
Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk - Shelton, CT
9.4 8 reviews

Orange & Groovy Stylish Amphitheater, Park, Metro North, Ferry All 2-10min Walk

apartment, Bridgeport
This pet-friendly apartment rental in Bridgeport's Downtown is a 5-minute walk from the Bridgeport Train Station, near Baldwin Plaza Shopping Center and the historic Bridgeport Downtown South district, offering easy access to Beardsley Zoo and the Discovery Museum.
The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, free Wi-Fi, a smart TV, air conditioning, on-site parking, and proximity to the Bridgeport Bluefish Baseball Club.
2 Bed Apt In Blackrock By Beach - Shelton, CT
9.0 1 review

2 Bed Apt In Blackrock By Beach

apartment, Bridgeport
This two-bedroom Bridgeport apartment, located in the desirable Black Rock neighborhood, is conveniently situated near the beach, 10 miles from Silver Sands State Park, and 14 miles from the Connecticut Post Mall.
This 10,760-square-foot rental boasts a fully equipped kitchen, free Wi-Fi, air conditioning, and accommodates up to six guests, offering comfortable coastal living with easy access to area attractions.
Private Apartment In Southbury 101 - Shelton, CT
9.6 7 reviews

Private Apartment In Southbury 101

apartment, Southbury
This waterfront apartment in Southbury, Connecticut, is situated within walking distance of Southford Falls State Park and a short drive from Danbury, Litchfield, Hartford, and New Haven. It has an excellent user rating.
The apartment features a private entrance and emergency exit, over 1000 square feet of living space, one bedroom, one bathroom, and a guest capacity of two. It includes a fully-equipped kitchen with a fridge, microwave oven, and dishwasher. The apartment is pet-friendly for a fee and offers convenient access to restaurants and amenities within walking distance.

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.

2br W/game Room & Gym, King Bed + Bunks, Outdoor Tv, Yard, Parking, Pets Welcome - Shelton, CT
No reviews

2br W/game Room & Gym, King Bed + Bunks, Outdoor Tv, Yard, Parking, Pets Welcome

apartment, New Haven
This New Haven apartment is located in the West New Haven district, a 10-minute walk from West Rock Ridge State Park and a 4-minute drive from the Yale Bowl.
This 1500 square foot rental accommodates up to 6 guests with 2 bedrooms and 1 bathroom, offering amenities like air conditioning, a full kitchen, Wi-Fi, a garden, tennis court, and fitness center.
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.
Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Shelton, CT
8.8 10 reviews

Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!

apartment, Bridgeport
This Bridgeport colonial home rental, located in the Downtown South Historic District near Perry House, offers easy access to Beardsley Zoo, The Discovery Museum's Adventure Park, and Fairchild Wheeler Golf Course.
This 3,300-square-foot residence boasts six bedrooms, four bathrooms, off-street parking for six cars, and an expansive lawn, comfortably accommodating up to twelve guests with amenities including a microwave, air conditioning, and updated stainless steel appliances.
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.

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.

Spacious Easton 2br Townhouse With Big Yard - Shelton, CT
No reviews

Spacious Easton 2br Townhouse With Big Yard

house, Easton
This Easton Townhouse is situated in Weston, offering a private garden and convenient access to local amenities.
This 1910 square foot home features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests, with amenities including a private swimming pool, hot tub, full kitchen, and complimentary Wi-Fi.
7 Mins Drive To Yale, Large Fenced Yard - Shelton, CT
No reviews

7 Mins Drive To Yale, Large Fenced Yard

house, New Haven
Vacation house rental. You will stay in New Haven.
Services and facilities include a dish washer, a fridge and an iron. Enjoy free parking with this accommodation in New Haven!
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.
Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Shelton, CT
9.6 26 reviews

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

apartment, Bridgeport
This fully furnished apartment is located in the Brooklawn - St. Vincent neighborhood of Bridgeport, just a short distance from downtown Bridgeport, Bridgeport Hospital, and major highways for easy access to other Connecticut destinations. The property has received excellent user ratings, making it a popular choice for travelers.
The 1,500 square foot apartment can comfortably accommodate up to 5 guests with its 3 bedrooms and 1 bathroom. It offers a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, and parking, making it a perfect choice for families or groups looking for a comfortable and convenient stay.

Best Shelton, CT vacation rentals with parking

Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk - Shelton, CT
9.8 16 reviews

Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk

apartment, Bridgeport
Black Rock Suites-86-1 - Shelton, CT
9.5 2 reviews

Black Rock Suites-86-1

apartment, Bridgeport
Charming Historic 2br Retreat In New Haven  Cozy Stay Near Yale & Downtown! - Shelton, CT
8.4 27 reviews

Charming Historic 2br Retreat In New Haven Cozy Stay Near Yale & Downtown!

apartment, New Haven
3 Bedroom Cozy New House Near New Haven - Shelton, CT
9.3 6 reviews

3 Bedroom Cozy New House Near New Haven

apartment, Seymour

Compare Luxury Vacation Rentals in Shelton, CT

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

Renovated 2 Bedroom Entire Apartment W/parking - Shelton, CT
9.2 231 reviews

Renovated 2 Bedroom Entire Apartment W/parking

apartment, Ansonia

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.

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

New Spacious 4br 4bath / Pool / River View

apartment, Seymour
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
Modern 2 Bedroom In Black Rock - Shelton, CT
9.0 1 review

Modern 2 Bedroom In Black Rock

apartment, Bridgeport
Beautiful Cozy 1br Apt Near New Haven - Shelton, CT
10 5 reviews

Beautiful Cozy 1br Apt Near New Haven

apartment, Derby

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
Southbury Charming Studio Retreat On Beautiful Grounds  Sleeps 4 - Shelton, CT
9.8 7 reviews

Southbury Charming Studio Retreat On Beautiful Grounds Sleeps 4

studio, Southbury
Spacious Easton 2br Townhouse With Big Yard - Shelton, CT
No reviews

Spacious Easton 2br Townhouse With Big Yard

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

Modern Spacious Family Home W/ Pool & Office Area

apartment, Milford

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.

7mins To Yale I Entire House I Large Fenced Yard I King Bed I 3br I Group Gather - Shelton, CT
10 21 reviews

7mins To Yale I Entire House I Large Fenced Yard I King Bed I 3br I Group Gather

apartment, New Haven
Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House. - Shelton, CT
9.6 5 reviews

Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.

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

Stone House -Shelton

apartment, Shelton
Beach Living With All The Amenities, Comfort And Amazing Views Year Round. - Shelton, CT
No reviews

Beach Living With All The Amenities, Comfort And Amazing Views Year Round.

apartment, Milford
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