Bed and breakfast holiday rentals in Litchfield County

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Top-rated bed and breakfast rentals in Litchfield County

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Top guest favourite

Private room in Norfolk

4.98 out of 5 average rating, 40 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.

Hotel room in New Milford

5 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!

Guest favourite

Private room in New Milford

4.9 out of 5 average rating, 270 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.

Superhost

Private room in Norfolk

4.2 out of 5 average rating, 5 reviews

C2 Carriage House 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.

Top guest favourite

Private room in Harwinton

4.88 out of 5 average rating, 64 reviews

PrivateRoom/Sunny/Clean/Peace/SelfCheckIn

A sunny clean second fl room with full size soft bed in a contemporary owner occupied single-family house, charming garden, 2h NYC/Boston, 35min Hartford, 1h Berkshire MA, 8 minutes golf/tennis court 30min Ski area. Self-check-in. There are some packed wood floor in the closet. 400+ thread count cotton bedding FULL size SOFT mattress Required shoes off No pets allowed No smoking permitted No service animals due to allergies and lack of experience Parties upon requesting

Private room in Goshen

4.91 out of 5 average rating, 99 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.

Guest favourite

Private room in Roxbury

4.98 out of 5 average rating, 40 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.