Vacation rentals in Shelton

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Top-rated vacation rentals in Shelton

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Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 110 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Feb 24 – Mar 3

G$24,471 GYD per night

Guest favorite

Tiny home in Ansonia

5.0 out of 5 average rating, 13 reviews

Cozy Tiny Home for Solo Travelers Near Everything

This is a true tiny house (attached, and on a foundation) w/loft that offers all you need to live in cozy comfort. It becomes your sweet, private home away from home as you enjoy its modern and convenient features and its bright, open space. Located in a very walkable city, close to amenities and services, area businesses, hospitals, universities, restaurants, and shopping, it's ideal for solo visitors coming to explore, to visit family, or for local work opportunities. Sorry, too small for pets

Jun 12 – 19

G$20,269 GYD per night

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 266 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Oct 3 – 10

G$32,360 GYD per night

Guest favorite

Apartment in Milford

4.97 out of 5 average rating, 508 reviews

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!

Sep 26 – Oct 3

G$41,983 GYD per night

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 110 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Nov 27 – Dec 4

G$29,288 GYD per night

Guest favorite

Bungalow in Milford

4.99 out of 5 average rating, 214 reviews

Spring Sale! Beach Bungalow |WalktoBeach |Pet |Pkg

Welcome to the Beach Bungalow, completely remodeled to the studs in '21! This Woodmont by the Sea home is a 3 block stroll to Anchor Beach & the walkway along beautiful Beach Ave. The home offers a modern kitchen, dining for 6, private back porch & outdoor shower. This +775sf bungalow has a driveway & on-street pkg. It's located in a charming coastal town, walking distance to restaurants, grocery store & Robert Treat Farm and is 2 mi to I95, 10 mi to Yale/New Haven...and mins to breweries.

Nov 5 – 12

G$45,014 GYD per night

Guest favorite

Home in New Haven

5.0 out of 5 average rating, 169 reviews

Historic New Haven Home

Our family owned New Haven vacation house is a renovated 1920s Tudor. It's located in a quiet, safe, & beautiful neighborhood, close to downtown and Yale. We've carefully preserved historic aspects we love (ie: art deco tile & leaded glass windows), and combined it with central a/c, USB ports, new appliances, gas fireplace, high speed wifi & more. You’re also welcome to use the small screened in porch, patio with chairs, and the yard. The entire house and driveway is yours when you rent.

Apr 24 – May 1

G$31,962 GYD per night

Guest favorite

Cottage in Easton

4.98 out of 5 average rating, 190 reviews

Cozy Modern Cottage with Fireplace

Clean, modern + large, our guest house has all the amenities and comforts of home. Cottage is dressed in whites and neutrals with natural light and plants throughout for a sacred, restful feel. Full kitchen, king bed, gas fireplace, laundry and spacious grounds with meditation hill, fire pit, stone fences, and nearby hiking trails. Pool and hot tub May-Sept. Come relax in New England's stunning natural beauty. Read our photo captions for more details. We look forward to meeting you!

May 6 – 13

G$26,175 GYD per night

Guest favorite

Apartment in Redding

4.94 out of 5 average rating, 459 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your spring getaway to the Huckleberry Quarters, a totally renovated (2015) studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

Nov 13 – 20

G$29,870 GYD per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Sep 13 – 20

G$24,146 GYD per night

Superhost

Loft in Bridgeport

4.86 out of 5 average rating, 173 reviews

Cozy Loft in beautiful St. Mary's by the Sea

Renovated cozy loft in beautiful St. Mary's by The Sea in Black Rock. Walking distance to award winning restaurants. Easy access to NYC/New Haven Metro North transit. Perfect for a weekend at the beach. Property includes 1 bed and a 78” sofa. Fully equipped kitchen with all major appliances, WiFi, & large TV. ***Please note that the ceilings are angled so taller guests (over 5’ 8”) might have to bend in certain parts of the loft.

Feb 1 – 8

G$33,489 GYD per night

Guest favorite

Guest suite in Shelton

4.81 out of 5 average rating, 264 reviews

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.

Jan 24 – 31

G$12,976 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Shelton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Shelton's top sights

Griffin Hospital9 locals recommend

ShopRite of Shelton3 locals recommend

ShopRite of Derby6 locals recommend

Sports Center of Connecticut12 locals recommend

Big Y World Class Market9 locals recommend

Spotted Horse Tavern Shelton, Ct.5 locals recommend

Other great vacation rentals in Shelton

Guest favorite

Loft in Milford

4.94 out of 5 average rating, 95 reviews

Lovely water front lower-level loft, free parking

Jan 29 – Feb 5

G$26,126 GYD per night

Guest favorite

Guesthouse in Milford

5.0 out of 5 average rating, 32 reviews

The studio downtown

Jan 21 – 28

G$27,437 GYD per night

Guest favorite

Guest suite in Milford

5.0 out of 5 average rating, 14 reviews

Modern Studio & Gamers Paradise Near Downtown

Feb 24 – Mar 3

G$25,430 GYD per night

Guest favorite

Guesthouse in Newtown

4.79 out of 5 average rating, 19 reviews

Cozy Stay in Newtown - discounts for long term

Dec 5 – 12

G$23,745 GYD per night

Guest favorite

Apartment in Shelton

4.96 out of 5 average rating, 47 reviews

⭐️Abstract apartment w/high ceilings in Shelton!⭐️

Jul 19 – 26

G$59,758 GYD per night

Guest favorite

Apartment in Bridgeport

5.0 out of 5 average rating, 6 reviews

Ricport Studio 5

Apr 22 – 29

G$18,121 GYD per night

Guest favorite

Apartment in Milford

5.0 out of 5 average rating, 48 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Sep 3 – 10

G$35,345 GYD per night

Guest favorite

Home in Shelton

4.88 out of 5 average rating, 40 reviews

Mid-Century Modern House - Ciela Haus

Nov 14 – 21

G$78,958 GYD per night

Show all

Quick stats about vacation rentals in Shelton

Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
G$6,269 GYD before taxes and fees

Frequently Asked Questions

How much does it cost to stay in house rentals in Shelton?
Experience the best of Shelton with our house rentals, starting at about $40 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 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.
Are there vacation rentals with a dedicated workspace in Shelton?
Yes! Work meets play with ease at over 40 vacation rentals in Shelton featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for Apartment Rentals in Shelton?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 free parking?
Absolutely! We offer over 10 apartment rentals with free parking in Shelton. Enjoy a tailored experience with all the comforts you desire.
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.

Vacation rentals in Shelton

Top-rated vacation rentals in Shelton

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Shelton vacation rentals

Stay near Shelton's top sights

Other great vacation rentals in Shelton

Loft in Milford

Guesthouse in Milford

Guest suite in Milford

Guesthouse in Newtown

Apartment in Shelton

Apartment in Bridgeport

Apartment in Milford

Home in Shelton

Quick stats about vacation rentals in Shelton

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

How much does it cost to stay in house rentals in Shelton?

Are there pet-friendly vacation rentals in Shelton?

Are there family-friendly vacation rentals in Shelton?

Are there vacation rentals with a dedicated workspace in Shelton?

What are the most popular amenities for Apartment Rentals in Shelton?

Do house rentals in Shelton have a kitchen?

Do apartment rentals in Shelton have free parking?

Do house rentals in Shelton have air conditioning?

Destinations to explore