Vacation rentals in Wilton

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Top-rated vacation rentals in Wilton

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Guest favorite

Guest suite in Fairfield

4.92 out of 5 average rating, 112 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.

Nov 7 – 14

G$24,726 GYD per night

Guest favorite

Guest suite in Fairfield

4.93 out of 5 average rating, 111 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.

Aug 17 – 24

G$25,714 GYD per night

Guest favorite

Guest suite in Wilton

4.89 out of 5 average rating, 104 reviews

Serene Pond Views charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Jan 24 – 31

G$29,090 GYD per night

Guest favorite

Apartment in Westport

4.93 out of 5 average rating, 116 reviews

Spacious Westport Apt surrounded by nature

Spacious mother-in-law apartment w/ private entrance on the 1st floor of our beautiful home. Windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8-10 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, and wonderful bakeries and restaurants nearby!

Dec 17 – 24

G$36,914 GYD per night

Guest favorite

Guesthouse in Norwalk

4.99 out of 5 average rating, 208 reviews

Adorable one-bedroom guesthouse with parking

Private, peaceful, cozy renovated cottage next to my house in a quiet residential neighborhood. Originally used as a painting and design studio, ideal for short stays and as a workspace. Luxury queen bed in upstairs loft; downstairs with refrigerator/freezer, Keurig with coffee and tea; microwave; Wifi, heat, air conditioning. There is NO RUNNING WATER in the cottage, but a lovely PRIVATE FULL BATH is just steps away in the main house AVAILABLE 24/7 exclusively for you during your stay.

Nov 3 – 10

G$27,079 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 3 – 10

G$24,982 GYD per night

Guest favorite

Guest suite in Norwalk

4.9 out of 5 average rating, 111 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Sep 4 – 11

G$18,363 GYD per night

Guest favorite

Home in Stamford

4.97 out of 5 average rating, 219 reviews

Midcentury Modern ZenHouse Sculptor Studio

Zenhouse mission to inspire creativity, art, spirituality and rejuvenate.Experience complete tranquility in the Zen-like environment .Please read house rules before booking . Zen House Satori consists of an architecturally significant mid-century modern 3.5 acre private estate -main house @ Zenhouse in CT. This is the ideal setting for a memorable romantic getaway, solo adventures and business travelers – not to mention photoshoots and film locations! Inside Sculptor studio

Oct 28 – Nov 4

G$80,314 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.

Oct 9 – 16

G$29,813 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.

Mar 6 – 13

G$26,412 GYD per night

Guest favorite

Cottage in South Salem

4.96 out of 5 average rating, 181 reviews

Private cottage in horse country &1 hour from NYC!

Private cozy cottage located in horse country on the the NY/CT borders ( New Canaan, Ridgfield, Wilton ) It is a perfect quiet getaway for couples or a friends night out , a great pit stop for travelers /skiers , fine dining , shopping /antiquing , Ridgefield Playhouse , hiking ,and a short ride to Grace Farms . 1 hour train ride to NYC . We provide organic fruit,breakfast snacks, coffee and tea . It is your home away from home and more :)

Sep 5 – 12

G$51,105 GYD per night

Guest favorite

Place to stay in Westport

4.95 out of 5 average rating, 231 reviews

Sunny Westport Studio Apt. Above Historic Mill

This sunny studio apartment, atop a renovated historic Mill, is charming and unique. With panoramic views and breathtaking surroundings, including endless flora and fauna, and a contingent of mallards, egrets, and swans, this hideaway may be moments from Southport Village, but feels like many miles from everything. Original hardwood floors and updated amenities make for a charming place to rest your bones, if only for the evening.

Oct 27 – Nov 3

G$35,043 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Wilton vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Wilton's top sights

Gallaher Mansion and Cranbury Park8 locals recommend

Orem's Diner4 locals recommend

Little Pub Wilton9 locals recommend

Wire Mill Saloon & Barbeque7 locals recommend

Devil's Den Preserve32 locals recommend

Heibeck's Stand3 locals recommend

Other great vacation rentals in Wilton

Guest favorite

Guesthouse in Norwalk

5.0 out of 5 average rating, 113 reviews

Private one bedroom cottage on Conn. seashore

Jul 11 – 16

G$70,711 GYD per night

Guest favorite

Guesthouse in South Salem

4.93 out of 5 average rating, 220 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

Sep 21 – 28

G$41,711 GYD per night

Guest favorite

Home in Danbury

4.99 out of 5 average rating, 336 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Dec 14 – 21

G$35,398 GYD per night

Guest favorite

Guesthouse in Mahopac

4.96 out of 5 average rating, 110 reviews

Sunny Lakeview Guesthouse

Oct 23 – 30

G$28,083 GYD per night

Guest favorite

Cottage in Newtown

4.92 out of 5 average rating, 163 reviews

Private and Serene home close to I-84 and shopping

Mar 27 – Apr 3

G$32,797 GYD per night

Superhost

Apartment in Westport

4.85 out of 5 average rating, 148 reviews

Spacious Upscale Studio with Pool Table

Jun 23 – 30

G$36,668 GYD per night

Guest favorite

Home in Pound Ridge

5.0 out of 5 average rating, 126 reviews

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Oct 19 – 26

G$148,988 GYD per night

Guest favorite

Apartment in Norwalk

4.92 out of 5 average rating, 295 reviews

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

Dec 8 – 15

G$24,293 GYD per night

Show all

Quick stats about vacation rentals in Wilton

Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
1.1K reviews

Frequently Asked Questions

Do house rentals in Wilton have wifi?
Absolutely! We offer over 30 house rentals with wifi in Wilton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilton have free parking?
Absolutely! We offer over 30 house rentals with free parking in Wilton. Enjoy a tailored experience with all the comforts you desire.
Are there Wilton vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Wilton, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Wilton?
Make yourself at home in Wilton by choosing from our most frequently booked neighborhoods. We have over 110 vacation rentals in Silvermine, and over 110 vacation rentals in Cranbury.
Do house rentals in Wilton have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Wilton. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Wilton have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Wilton. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Wilton?
Yes! Work meets play with ease at over 30 vacation rentals in Wilton featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Wilton?
Four-legged friends are welcome in Wilton. Choose from more than 20 vacation rentals for guests traveling with pets.
Are there family-friendly vacation rentals in Wilton?
Wilton has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Wilton?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Wilton

Top-rated vacation rentals in Wilton

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Wilton vacation rentals

Stay near Wilton's top sights

Other great vacation rentals in Wilton

Guesthouse in Norwalk

Guesthouse in South Salem

Home in Danbury

Guesthouse in Mahopac

Cottage in Newtown

Apartment in Westport

Home in Pound Ridge

Apartment in Norwalk

Quick stats about vacation rentals in Wilton

Total rentals

Rentals with dedicated workspaces

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Do house rentals in Wilton have wifi?

Do house rentals in Wilton have free parking?

Are there Wilton vacation rentals on Airbnb with pools?

Where should I stay in Wilton?

Do house rentals in Wilton have air conditioning?

Do house rentals in Wilton have a kitchen?

Are there vacation rentals with a dedicated workspace in Wilton?

Are there pet-friendly vacation rentals in Wilton?

Are there family-friendly vacation rentals in Wilton?

What are the most popular amenities for House Rentals in Wilton?

Destinations to explore