Holiday rentals with breakfast in Litchfield County

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Top-rated Holiday Accommodation with Breakfast in Litchfield County

Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming cottage with a light brown exterior is framed by a lush green landscape. A pathway leads to the front steps, where a star decorates the facade. Clear blue skies complement the serene surroundings.
Cottage in Pine Plains
5.0 out of 5 average rating, 168 reviews

Patchin Mills Quaint Country Cottage

Welcome to your cozy cottage in the bucolic Hudson Valley. Only 90 mi. north of NYC. We welcome small dogs, under 25 lbs. with prior host approval. Sorry, NO CATS. Enjoy biking, hiking, skiing, local culture or just relaxing. 1 mile outside a charming village in farm and horse country, your cottage has a full kitchen/LR, 2 BRS (1 queen, 1 full), bathrm, washer/dryer, deck, patio & yard. Close to colleges, dining & activities. We hope that you will love this corner of the world as much as we do.

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Guest favourite
Apartment in Hartford
4.89 out of 5 average rating, 172 reviews

Signature Bloom # 54

Located in the Westend of Hartford near the West Hartford town line, minutes from Downtown Hartford, Convention Center, XfinityTheatre and local Hospitals. Come join us in your travels and let us accommodate your needs with personal touches. We offer a comfortable experience designed to meet your personal or business needs. Please enjoy our continental breakfast and fully equipped popcorn maker at your convenience! Signature Bloom🌱 HOSPITALITY IS our business… One Guest at a time

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Top Guest favourite
An open living area showcases rustic wooden beams and a cozy gas fireplace. A modern gray sofa faces the fireplace, complemented by a glass coffee table with a vase of pink flowers. Natural light floods in from the glass doors, leading to the lush green outdoor space.
Home in Stockbridge
4.95 out of 5 average rating, 188 reviews

Bright Stockbridge country home, near everything!

Berkshires charm in this fully renovated 1800's post and beam farmhouse set on 5 park-like acres. Features open plan living/dining/kitchen with gas cooktop and gas 3 sided fireplace, lovely sun room, master suite downstairs and 2 br, bath and sitting area upstairs. Spacious deck overlooking the expansive property Conveniently located between the charming towns of Stockbridge, Lenox & Great Barrington. We are surrounded by 4 ski areas, the closest is 10 minutes away! Many dining options too.

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Top Guest favourite
A spacious bedroom is highlighted by high ceilings and abundant natural light from two large windows. A king-size bed with premium bedding is centered in the room, flanked by modern nightstands. Antique wooden doors and a decorative plant add character to the welcoming space.
Apartment in Hudson
4.98 out of 5 average rating, 111 reviews

Spacious, new renovated 1BR in a Victorian mansion

Ultra-prime location on Allen Street, this spacious, recently renovated 1BR apartment is nestled privately within an historic Victorian located on Hudson’s Mansion Row! 3-minute walk to bustling Warren Street and renowned shops and dining. Built in 1865 by Hudson mayor Joshua T. Waterman, the House features an Italianate tower and preserved historic details. It previously operated as the beloved Hudson City Bed & Breakfast for over 35 years, and now under new ownership, as The Waterman House.

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Guest favourite
An inviting vacation house features natural wooden siding and large windows, allowing light to pour into the interior. A small stone path leads to the entrance, surrounded by lush greenery and colorful flowers, creating a serene setting in the heart of the woods.
Chalet in Goshen
4.9 out of 5 average rating, 162 reviews

Contemporary Rustic Lake Chalet

Chalet surrounded by glass and natural sunlight with cathedral ceilings. Fully stocked and equipped kitchen with island bar and chairs . Dining table seating for 6. Sony large screen TV. Bose surround sound Beautiful fireplace..HVAC over fireplace. Window AC's in bedrooms. Outdoor dining seats 6. Large screened in porch with a beautiful large patio, hot tub, gas grill. Charcoal weber grill & fire pit. Lake with 4 private beaches . 14night stay for pool use. 2 hours from NYC.

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Top Guest favourite
A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.
Apartment in Redding
4.94 out of 5 average rating, 510 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY at the Huckleberry Quarters, a beautifully appointed 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 peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

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Top Guest favourite
The exterior of a two-story house is displayed, featuring a combination of white siding and a metal roof. An American flag hangs from the porch, surrounded by greenery and flower beds. The front pathway leads to a welcoming porch space.
Apartment in Canaan
4.99 out of 5 average rating, 180 reviews

West Main

1890s home situated on the outskirts of town, entire second floor apartment. The apartment is bright and sunny and super comfortable with 2 bedrooms both with queen beds, 1 bathroom, eat in country kitchen fully equipped.There is a spacious living room with a smart Roku TV, (not cable ) WiFi and access to a private garden space, private entrance and off street parking. Walk to town , pizza and more. Great place to relax after a day of exploring Litchfield county and the Berkshires.

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Guest favourite
The sunroom features multiple windows allowing natural light to fill the space. Two rocking chairs are positioned beside potted plants. A ceiling fan hangs overhead, and the wooden floor enhances the comfortable atmosphere. Views of the garden and trees are visible through the windows.
Guest suite in Stanfordville
4.94 out of 5 average rating, 172 reviews

Charming Guest Suite in the Hudson Valley

Nestled in the heart of the Hudson Valley on a quiet country road, this house features a private, newly renovated space at the back of a unique house built in 1789. Surrounded by trees and nature, it makes for a perfect relaxed setting, with access to your own private deck and back yard. A short walk to enjoy Hunns Lake and close to the Buttercup Sanctuary, Stissing Mountain trails, Pine Plains and Millbrook villages. It’s the ideal retreat for a peaceful country getaway.

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Top Guest favourite
The exterior of a private guest house is depicted, showcasing a blue facade complemented by multiple windows. A spacious stone patio features outdoor seating surrounded by lush greenery and garden flowers. The roof is sloped, and trees provide a natural canopy overhead.
Guesthouse in Guilford
4.98 out of 5 average rating, 113 reviews

Page Guest House

Updated, private detached guest house in the center of Guilford's historic district just steps from the town center. The guest house is completely renovated. Walk to everything including shops and restaurants. Town Beach and doc are just under 1.5 miles away. The second bedroom has a twin bed. You have to walk through twin room to get to master. Apartment is one floor with no steps. Bathroom is tiled and shower is walk in with no lip or tub and is easily accessible.

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Top Guest favourite
Farm stay in Town of Ancram
4.96 out of 5 average rating, 404 reviews

Private Farm & Spa Retreat Northern Hudson Valley

A real farm retreat for animal lovers. Free-roaming goats, geese, dogs, and a cat share the 6 acres — expect to be greeted at your car and joined on hikes. The bonus: a full spa deck with hot tub, wood-fired sauna, cold plunge, outdoor shower, and lounger surrounded by forest. Your private suite has a full kitchen, smart TV, Wi-Fi, AC, wood stove, pool table, inferred sauna (different from the wood fired outdoor one) and 800 acres of trails from the door.

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Guest favourite
Apartment in Wallingford
4.78 out of 5 average rating, 124 reviews

Wallingford Getaway

ENJOY DAILY CONTINENTAL BREAKFAST INCLUDED WITH minimum two night stay. Experience a cozy stay in our spacious 1300 square foot unit with included breakfast. Choose from muffins, bagels, bars and yogurt. Enjoy a relaxing afternoon with a cup of Java from your own Keurig. This unit features a comfy red electric red reclining couches and a flat screen TV. The kitchen area is equipped with a toaster microwave convection oven and fridge.

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Top Guest favourite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Apartment in New Haven
5.0 out of 5 average rating, 203 reviews

The Winchester House at Science Park-Yale

Located 2 blocks from Yale University's Franklin and Murray College and Ingall's Ice rink, The Winchester House at Science Park is a newly renovated luxuriously appointed 2 bedroom 2.5 bathroom apartment. The apartment features bespoke amenities, free secure off-street parking, snacks and beverages, stylish furniture, 1000 ct. beddings, ample cooking pantry items and everything you need as a guest. Let us welcome you in relaxed luxury!

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