Bed and breakfast holiday rentals in Litchfield County

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Top-rated bed and breakfasts in Litchfield County

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Room in Kent

4.89 out of 5 average rating, 174 reviews

In the Foothills of the Berkshires

Sleep, Create, Rehearse!! We are located on nine wooded acres at the foothills of the Berskhire Mountains and surrounded by state parks (Kent Falls, Macedonia State Park and more!), private schools, and the Appalachian Trail. We're a short distance from two traditional New England covered bridges and just three miles from the charming town of Kent, an enchanting travel destination situated beside the Housatonic River. You can stroll around town and take advantage of Kent's great restaurants, galleries and shopping. We provide internet and a simple breakfast, along with three loving dogs and two evil parrots who like to get up at dawn and talk to each other. A perfect escape from the city, and only two hours away, we offer our home as a place to come and unwind. There are so many things to do but if you want to just sit in the sun and read that’s fine too. We have wi-fi and if you have work to do, there are plenty of tables on which to set up your computer. There is an art studio you can work in. Just bring your supplies or, if you want, you’re welcome to use my potter’s wheels and and there is clay you can purchase from me. We have hiking trails all around the house. If you have a car, the state park is just a few minutes down the road. There are great biking roads and the rail trail isn’t too far away. There are wonderful restaurants in Kent and sweet little shops for clothing, art and crafts. There is a coffee and chocolate shop with outdoor tables - just perfect for people-watching. There are a couple of wineries that are fairly close by. You may see us around, but the house is large enough to get lost in. On warm days you can have breakfast on the screened-in porch. It's on the second floor so you'll feel like you’re in the trees canopy with lots of birds to watch. Breakfast items will be provided, i.e. cereal, fruit, toast, etc. Coffee and tea are included. We also have an additional building of 3400 sq. ft. which houses a pottery and art studio and can also be used as a rehearsal space (theater, music, lecture hall, etc.) Please call or email for hall rental pricing. Adequate verification is required. We prefer check in by 5PM. Please understand that we have two parrots and three very friendly dogs, but with that you sometimes get the noise and smells associated with them. There some wonderful restaurants in the area. A light breakfast will be available, but the kitchen will not be available for cooking dinner.

11–18 Sep

$859 NZD per night

Guest favourite

Room in Norfolk

4.97 out of 5 average rating, 35 reviews

Maple House, Birch Room

Enjoy a relaxing visit to a romantic Victorian home. Located in the Berkshires village of Norfolk, a 2 minute walk from the Yale Summer School of Music and Art and music venue Infinity Hall, this classic features the Birch Room decorated with original watercolors, a new queen Leesa bed, free wi-fi, a lovely shared bath with claw-foot tub, and a decorative fireplace. You will enjoy a shared wrap around open porch overlooking mature gardens, and a cozy second floor sun porch with sunset views.

21–28 Jun

$306 NZD per night

Guest favourite

Room in Harwinton

4.86 out of 5 average rating, 42 reviews

PrivateRoom/Sunny/Clean/Peace/SelfCheckIn

A sunny clean room with high celling in a beautiful contemporary house, very private, charming garden, 2h to NYC, 2h to Boston, 35min to Hartford, 1h to Berkshire MA, a few minutes away from golf course, 30min from Ski area. many attractions surrounded Self-check-in Planning install wood floor, There are some packed wood floor in the closet now 400+ thread count cotton bedding Required shoes off No pets allowed No smoking permitted No service animals due to allergies and lack of experience

30 Sep – 7 Oct

$144 NZD per night

Hotel room in New Milford

5.0 out of 5 average rating, 4 reviews

Marilyn Monroe Suite - Homestead Inn

Spend the night in the suite occupied by Marilyn Monroe. Marilyn was a frequent guest of the Homestead Inn while courting Arthur Miller in the neighboring town of Roxbury in the 1950's. Formerly Room 22, the Marilyn Suite is decorated in her favorite colors of alabaster and white. Tastefully finished with unique memorabilia and luxurious amenities such as a jacuzzi soaking tub. Nestled in the picturesque Housatonic Valley, in the quaint town of New Milford, CT - Gourmet Breakfast for 2!

7–14 Feb

$801 NZD per night

Guest favourite

Room in New Milford

4.88 out of 5 average rating, 193 reviews

"The Parsonage" 1 or 2 Bdrm Suite with full bath

A completely renovated farmhouse ( formally a parsonage) built in 1900. Beautifully landscaped gardens and sitting areas located in the backyard. Backyard amenities include a patio, fire pit, hammock and picnic table. Check in through front door ( shared by owner) to stairs leading to second floor to guest quarters, which include a Master BR, living room/dry kitchenette with mini fridge and large full bath. A 2nd bedroom is available at an additional cost of $30.00 per guest,per night.

17–24 Dec

$161 NZD per night

Guest favourite

Home in Washington

4.91 out of 5 average rating, 55 reviews

1900 sqFT 8 Room Antique Washington retreat & Hike

Take it easy at this tranquil getaway. Built in 1850, house has the antique charm Washington is known for. This is my only listing and I will make sure you have a geat stay. Just read the reviews! I will be able to help you with whatever you may need, including suggestions for sightseeing/dining/etc. I like to treat my guest as if they are friends coming to town to visit. I will be living right across to the location and very accessible with any questions or suggestions you might need.

10–17 Oct

$449 NZD per night

Superhost

Room in Litchfield County

M1 Master Suite at Blackberry River Inn

The Blackberry River Inn is Bed & Breakfast, with the main house being a converted Colonial mansion built in 1763. The Inn lies nestled in the foothills of the Berkshire Mountains on 27 scenic acres. Breakfast is made-to-order and served in the dining room of the main house. In addition to the main house with its 2 deluxe rooms and 2 suites, the Inn includes the Carriage House with 12 rooms, the Cottage, and an outdoor swimming pool. The Inn is located in Norfolk, founded in 1758.

11–18 Oct

$578 NZD per night

Guest favourite

Room in Goshen

4.96 out of 5 average rating, 28 reviews

Lake View Ridge Massage and Bed & Breakfast Rm. #1

Private home in small quaint village. Two bedrooms with SHARED DOUBLE SINK BATHROOM. Each room has a queen size bed with down comforter, feather bed and 6 pillows, desk, chair, closet and dresser. Amenities such as shampoo, soap, towels are included. Use of hot tub is open to guests evening hours from 7pm - 9pm. There is a $25.00 fee for use. A full DELUXE breakfast is provided each morning. Hot and cold beverages are offered at all times. House is very clean and comfortable.

5–10 Nov

$247 NZD per night

Superhost

Farm stay in Kent

4.77 out of 5 average rating, 305 reviews

The Spirit Horse Farm in Kent, Ct.

The Spirit Horse Farm offers a unique and inspiring rental experience. Generous amenities and activities indoors and out. 3 bedrooms, w/additional sleeping for larger groups(Upon Request). Rescue horses (not always onsite), peacocks, chickens and white doves, organic gardens, farm fresh eggs, swimming pool, billiards, ping-pong, croquet, fire pits, garage band style musical equipment, board games, exceptional kitchen and outdoor grill. Something for everyone at The Spirit Horse Farm!

26 Dec – 2 Jan

$792 NZD per night

Room in Goshen

4.9 out of 5 average rating, 93 reviews

Classic New England Bed & Breakfast

The Mary Stuart House Bed & Breakfast is located in the northwest corner of Connecticut in the heart of the Litchfield Hills. Owned and run by Mary Orlando, this recently restored 1798 historic colonial home has been in the family for over 65 years. Mary has been welcoming travelers and vacationers into her home since 1998. Open year round, this peaceful country setting, with its manicured lawns and gardens makes for a relaxing getaway.

6–13 Apr

$277 NZD per night

Guest favourite

Room in Roxbury

5.0 out of 5 average rating, 31 reviews

Mine Hill Getaway West Room

This property has two bedrooms on the 2nd floor which can be booked separately or together. The West Room is a sunny yellow, and also has two windows and a good view of the forest. The bathroom is en-suite. Guests may use the salt-water lap pool in the summer months and enjoy the garden. A light breakfast is offered. Note: There is no elevator. There is parking available on the driveway. Each bedroom has its own private bathroom.

26 Nov – 3 Dec

$281 NZD per night

Hotel room in Cornwall

5.0 out of 5 average rating, 15 reviews

Cornwall Lodge - Queen Room (pet friendly)

Our country lodge has eight guest rooms, each with a private bath. The rooms either have a queen bed, king bed or two queens. Guests are welcomed to relax in our common areas, use the outdoor SEASONAL hot tub and pool. A hearty continental breakfast is included. (Please note, Christmas morning is the only day of the year that breakfast and housekeeping are not available.) We welcome dogs for a one time fee of $25/dog.

15–22 Aug

$287 NZD per night