
Holiday rentals with breakfast in Litchfield County
Find and book unique rentals with breakfast on Airbnb
Top-rated rentals with breakfast in Litchfield County
Guests agree: these breakfast rentals are highly rated for location, cleanliness and more.

On the Park: 3 RM Apt. w/kit. in historic house
On East Rock Park, beautifully furnished, fully equipped kit. Private terrace overlooking the gardens. Apt. is on 3rd fl. in owners home. Comfortable and quiet, an ideal space for writers (check the reviews) and visitors to New Haven and Yale. Breakfast provided: muffins, yogurt, coffee,etc. Great neighborhood, restaurants and local markets in walking distance. Extensive guidebook 940SF Need less space? 2 rm. suite on 2nd flr full bath. Search for pvt. room at the same location on the map.

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.

Cozy Little Cottage
Small comfortable place close to Lime Rock Park and Ski Butternut. It has 3 available bedrooms including one master with full bath. Lots of great restaurants in the area and places to hike or take out your canoe or kayak. Nice private backyard. There is a small fish pool to enjoy. I do have cameras pointing at the front door and back door to see when guests arrive and when they leave. Please don't try and sneak in extra guests you didn't intend to pay for. I've has these issues before. Welcome!

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

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.

Huckleberry Quarters, the Cozy Redding Retreat.
It’s time to book your Winter holiday 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.

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.

Convenient, Private & Quiet apartment downtown
The bright, third floor walk-up apartment is in a 1890’s Victorian row home. We are located on a tree lined street, beside Wooster Square park, and ten minutes walk to Yale old campus and downtown New Haven. There is plenty of free street parking, out front. The full kitchen, separate living room, with desk & TV, bedroom, & bath with tub/shower, makes the apartment a cozy home-away-from-home, or vacation spot. It is great for weekend visits or longer extended stays.

Farm Fresh Feeding Hills
Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

Relaxing secluded stay with loving social animals.
Do you love nature, animals, and spa comforts? Then this is the perfect place for you! This is a fully finished, private area ground-floor walk-out, in the basement of the main house. Right outside your front door is 800 acres of hiking trails. You are surrounded by a mature forest, with loving and social goats, geese, ducks, kitty, and pups. To enhance this private retreat there are a hot tub and sauna steps from your door. Just Added mini split AC!

Garden Paradise minutes from Hudson
We are just a 10 minute drive from Hudson's bustling Warren Street in the historic hamlet of Claverack. We live on the property, but our guesthouse is separate and private. It's all surrounded by our 2 1/2 acre garden, which is our passion as well as our profession. We've recently adapted a 2 year old standard poodle named Nora. She is a very shy little girl, and will win your heart. We are sorry, but we do not accept pets or children under 12.

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!
Popular amenities for rentals with breakfast in Litchfield County
House rentals with breakfast

All-Season Berkshires Escape: Ski, Hike, Swim

Historical Registry House, 1800

Vintage Charmer/ Lake Waramaug

Carriage House in two acres of Eden

The Shades of Grey Lake house

3-Bedroom Ranch Home 2 Full Bath

Serene Lakeview

Whisper In The Wind Country Home
Apartment rentals with breakfast

Wallingford Getaway

Rural retreat in Colebrook CT

Modern Wooster Sq New Haven Stay

The Professors Flat

1 bdrm apt in Athens on the Hudson

Wooster Retreat | Pizza | Boho

Private Hudson pied-à-terre; blocks from Amtrak

W1 Elegant, eclectic, spacious apartment
Bed and breakfast rentals with breakfast

The Smithfield Room

Breakfast is the most important meal of the day!

Tiny space double bed corner privacy screen #6

Mine Hill Getaway West Room

Location & Charm! minutes to Yale/New Haven/QU

The Lily House - Liv's Garden Room

C1 Carriage House at Blackberry River Inn

Hudson Pond · Hideaway King Suite · GF Breakfast
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- Yale University
- Fairfield Beach
- Six Flags New England
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Taconic State Park
- Sherwood Island State Park
- Powder Ridge Mountain Park & Resort
- Yale University Art Gallery
- Norman Rockwell Museum
- Sleeping Giant State Park
- Ski Sundown
- Opus 40
- Compo Beach
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery




