Holiday rentals in Wooster Mountain

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Top-rated holiday rentals in Wooster Mountain

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

Guest favourite

Guest suite in Redding

4.89 out of 5 average rating, 102 reviews

Artist Retreat in Beautiful Country Setting

Stay at this unique property, owned and designed by a Eu artist, and enjoy the quiet countryside and natural beauty that rural CT has to offer. A large one bedroom studio with an modern fireplace, is equipped with a comfortable king size bed, full bathroom, sauna, indoor resistance pool- available at an extra charge, kitchen, a dedicated workspace, and high-speed internet for seamless remote work. Relax in the evening at your own private outdoor seating area surrounded by the property's charm.

16–23 Sep

€ 209 per night
Guest favourite

Home in Danbury

4.99 out of 5 average rating, 335 reviews

BEAUTIFUL PRIVATE APARTMENT SUITE IN DANBURY CT!!

Private 1100 sq. Ft. suite staycation located in a beautiful, safe, quiet neighborhood in DanburyModern Kitchen, One Bathroom, One Luxury Queen Size Bed, 55” Smart TV with Cable/Amazon Prime/Netflix, Apple Cable charger next to bed, Wi-Fi, AC, Heat, Refrigerator, Countertop Oven, Microwave, Electric Hot Plate, Keurig Coffee Maker, Hair Dryer, Iron, Ironing Board, Shampoo, Conditioner, Body Wash. The space is nonsmoking inside and outside the premises including vaping. No children or infants

16–23 Nov

€ 159 per night
Guest favourite

Cottage in South Salem

4.96 out of 5 average rating, 111 reviews

Serene lake front cottage 1 hour from NYC

Serene minimalist cottage directly on Lake Oscaleta with spectacular waterfront and Mountain Lakes Park behind. Quiet, isolated and lost in the trees, you feel you are in Vermont or the Adirondacks. Yet it's only 1 hour from Manhattan, 10 minutes from restaurants. Kayak, canoe, fish, paddleboard. Cottage is elegant, cozy and winterized warm and the lake is effectively empty in the fall/winter/spring. Please note: because of an asthmatic child, we cannot accept any animals.

26 Jul – 2 Aug

€ 473 per night

Popular amenities for Wooster Mountain holiday rentals

Other great holiday rentals in Wooster Mountain

Guest favourite

Flat in Bethel

4.82 out of 5 average rating, 76 reviews

Little Pond Flat: Nestled in woods, walk to town

20–25 Apr

€ 82 per night
Guest favourite

Flat in Bethel

4.9 out of 5 average rating, 88 reviews

Spacious Bethel Home Close to Downtown

3–10 Aug

€ 163 per night
Guest favourite

Flat in Brewster

5.0 out of 5 average rating, 7 reviews

Cozy Studio | Centrally Located

9–16 May

€ 117 per night
Guest favourite

Cottage in Bethel

5.0 out of 5 average rating, 55 reviews

The Sweet Retreat near Bethel & Newtown, King Bed

7–14 Apr

€ 167 per night
Guest favourite

Guest suite in Wilton

5.0 out of 5 average rating, 24 reviews

Guest suite with private enter

30 Apr – 7 May

€ 99 per night
Guest favourite

Farm stay in Redding

5.0 out of 5 average rating, 35 reviews

Charming Historic Cottage in the Redwoods

25 Nov – 2 Dec

€ 416 per night
Guest favourite

Guest house in Newtown

5.0 out of 5 average rating, 43 reviews

Farm Cottage

8–15 Jun

€ 188 per night
Guest favourite

Cabin in Redding

4.99 out of 5 average rating, 71 reviews

The Zen Cabin

15–22 Nov

€ 441 per night
Guest favourite

Flat in Danbury

5.0 out of 5 average rating, 17 reviews

Cozy 2 bedrooms with a den.

11–18 Apr

€ 336 per night
Guest favourite

Flat in Carmel Hamlet

4.96 out of 5 average rating, 57 reviews

Home away from Home

26 Apr – 3 May

€ 100 per night
Guest favourite

Guest house in Sharon

5.0 out of 5 average rating, 59 reviews

Cottage with a Waterfall View

19–26 Aug

€ 124 per night
Guest favourite

Home in Brookfield

5.0 out of 5 average rating, 40 reviews

Waterfront Gem: Pontoon & Private Beach

8–15 Oct

€ 1,016 per night

Destinations to explore