Holiday rentals in Wilton

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Top-rated holiday rentals in Wilton

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Fairfield

4.92 out of 5 average rating, 109 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.

24–31 Oct

€ 126 per night
Guest favourite

Flat in Westport

4.94 out of 5 average rating, 112 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!

7–14 Mar

€ 185 per night
Guest favourite

Guest house in Norwalk

4.99 out of 5 average rating, 205 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.

16–23 Aug

€ 123 per night

Popular amenities for Wilton holiday rentals

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 holiday rentals in Wilton

Guest favourite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

15–22 Nov

€ 159 per night
Guest favourite

Guest suite in Wilton

5.0 out of 5 average rating, 22 reviews

Guest suite with private enter

30 Apr – 7 May

€ 99 per night
Guest favourite

Guest suite in Wilton

4.9 out of 5 average rating, 99 reviews

Serene Pond Views charming private patio…

19–26 Aug

€ 162 per night
Guest favourite

Guest house in Wilton

4.96 out of 5 average rating, 94 reviews

The Cozy Little Cottage

2–9 May

€ 162 per night
Guest favourite

Guest house in Wilton

5.0 out of 5 average rating, 21 reviews

The Ciderhouse Cottage - private escape in Wilton

23–30 May

€ 354 per night
Guest favourite

Home in Norwalk

5.0 out of 5 average rating, 33 reviews

❤️ Your Silvermine Hideaway, nestled in nature.

9–16 Dec

€ 232 per night
Guest favourite

Home in Wilton

4.98 out of 5 average rating, 51 reviews

The Yellow House

8–15 Aug

€ 765 per night
Guest favourite

Flat in Norwalk

5.0 out of 5 average rating, 30 reviews

S. Norwalk Apt near the water!

8–15 Apr

€ 151 per night
Guest favourite

Cottage in Weston

4.97 out of 5 average rating, 29 reviews

The River Loft

27 Jun – 4 Jul

€ 401 per night
Guest favourite

Cottage in Wilton

4.98 out of 5 average rating, 43 reviews

Charming Cottage located 1 Hour from NYC!

10–17 Dec

€ 476 per night
Guest favourite

Flat in Norwalk

5.0 out of 5 average rating, 25 reviews

Phoenix Engine #1

28 Aug – 4 Sep

€ 186 per night
Guest favourite

Flat in Stamford

5.0 out of 5 average rating, 49 reviews

Standalone Cottage surrounded by woods

16–23 Mar

€ 116 per night

Quick stats about holiday rentals in Wilton

Total rentals

60 properties

Rentals with dedicated workspaces

40 properties have a dedicated workspace

Rentals with a pool

10 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

1.1K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Connecticut
  4. Fairfield County
  5. Wilton