Holiday rentals with breakfast in Dutchess County

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Top-rated Holiday Accommodation with Breakfast in Dutchess County

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Top Guest favourite

Cottage in Pine Plains

5 out of 5 average rating, 148 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.

Guest favourite

Home in Beacon

4.92 out of 5 average rating, 139 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

Welcome to Hudson Valley Hideaway, a stylish family friendly home tucked away in the corner of Beacon, off the shores of the Hudson. 4 Bedrooms, 2 bath, pool+hot tub home, stocked kitchen, dining room, chic living room w/ 85"TV, 1 King, 2 Queens, 1 Twin XL, with fast internet (1gb), dedicated workspace & A/C. Amenities galore, outdoor space w/grill, firepit and fenced pool w/ slide & diving board. Experience a little slice of Beacon in this cozy home with modern city comforts,1.5 miles from DT

Top Guest favourite

Guesthouse in Pine Plains

4.98 out of 5 average rating, 80 reviews

Cozy Cottage by the Pond

Your home away from home awaits at this cozy cottage in the heartland of upstate NY surrounded by beautiful farm country and not too far from some of the best ski resorts & hunting areas in the region. Our one bedroom cottage includes a full kitchen (which we will stock with local fresh items at your request) and a comfy den. Escape the hustle and bustle of the city and enjoy the tranquil nature of the Hudson Valley. Let me know if you enjoy red or white wine as I will provide a bottle for you.

Superhost

Cabin in Pine Plains

4.77 out of 5 average rating, 13 reviews

The Cabin an idyllic, secluded getaway

Quiet escape from the world. The Cabin settles into its surroundings with deceptive subtlety, while inside it is surprisingly spacious, with generous views of sunrise and sunset and the comforting sound and view of stream off the deck that runs through backyard. A comfy, open plan with workable kitchen and living/dining space, full of light. There is a cozy fireplace for raining days or cold winter getaways. It is a great gathering spot for a family or group of friends. Dogs welcome too.

Top Guest favourite

Guest suite in Millbrook

5 out of 5 average rating, 43 reviews

Garnot Hill: Entire 2 bedroom guest suite

Welcome! Arrive private entrance, and up one flight of stairs. The den has all you need for a morning meal or takeout dinner and TV. It’s a mile walk or 2 minute drive to the center of Millbrook. Shops, farmers market, restaurants, Tribute Garden, are all in town. Rhinebeck, Millerton, Beacon, and Pine Plains are a 30 min drive, Poughkeepsie is 20 minutes away. Polo, Innisfree Gardens, Orvis, Millbrook School, Wethersfield, Millbrook Winery and the CIA are near. Note: We live on premises .

Home in Beacon

4.86 out of 5 average rating, 125 reviews

BeaconsGreatGetaway(Firepit,backyard,bbq,crib,farm

Beautiful 1930's home built by original owner on quiet col-de-sac street. Huge .5 acre backyard, spacious rooms, and close to hiking, farms, skiing, orchards/wineries, art (Dia, storm king), Main Street activities and entertainment. Enjoy a romantic getaway, a family retreat or just a trip with friends to explore the area. Home also includes 2 1/2 fully renovated bathrooms, sauna in the basement, large gas fireplace in living room, sunroom, washer/dryer, backyard grill and 2 car garage.

Guest favourite

Cottage in Kingston

4.98 out of 5 average rating, 40 reviews

Empire Bicycle Lodge

The ideal respite for cyclists traveling the Empire Trail, this little pink house with indoor bicycle storage is smack on the Empire Trail in Kingston. Walking distance to award winning pizza, micro brews, excellent coffee and pastry, a drug store, grocery and right next to a bike shop, you won't find a better spot to take a day off from riding and regroup. Or, arrive by car and enjoy this location that is central to world class MTB trails, gravel, road riding and urban cruising.

Top Guest favourite

Apartment in Beacon

4.91 out of 5 average rating, 104 reviews

Beacon Hills Retreat Apartment

Welcome to Beacon Hills Retreat! This upstairs apartment, in a rustic home, set just outside bustling Beacon, NY. A 7 minute drive along Fishkill Creek brings you downtown, with art galleries, fabulous restaurants, hiking, and nightlife. Settle down in this cozy apartment tucked into the side of Mount Beacon. Explore the wooded areas, interact with nature and just relax. The lovely shaded private deck is the perfect place to unwind. Breathe in the mountain air. You've arrived.

Guest favourite

Home in Hyde Park

4.94 out of 5 average rating, 115 reviews

Hyde Parks Hideaway

This 3 bedroom 1 bathroom house has a living room Large fully equipped kitchen/dining area office/library and the jewel of them all the sunroom. Built on a former private estate in a cul de sac and has trees on two sides so when relaxing in the sunroom or on the hammocks you feel at one with nature but still only minutes away from stores and the many attractions that the Mid Hudson Region has to offer from Teddy Roosevelt's Presidential Library to The Walkway Over the Hudson

Guest favourite

Guest suite in Stanfordville

4.94 out of 5 average rating, 157 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.

Superhost

Home in Brewster

4.61 out of 5 average rating, 122 reviews

The Shades of Grey Lake house

Uniquely designed Lake view home with shades of Grey throughout. One hour from nyc. Exclusively Private, Clean, Cozy and Comfortable. Large King sized bedroom w/on suite bathroom. 2 Full sized bunk beds. One Twin bed in Loft. Washer/dryer. Sunken Living room w/pool table and Lakeview. Large Deck for Grilling/Sunbathing. Pets are welcome. Fenced in yard for play/pets. Parking for 5 cars. Close to Danbury mall, Ski lodge, Bars, Farms and Restaurants.

Top Guest favourite

Farm stay in Ancram

4.96 out of 5 average rating, 342 reviews

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!