Holiday rentals with breakfast in Dutchess County

Find and book unique rentals with breakfast on Airbnb

Top-rated rentals with breakfast in Dutchess County

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

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Superhost

Campervan/Motorhome in Cold Spring

4.9 out of 5 average rating, 21 reviews

Willow Lane Country RV (driveway near house & RV)

Beautiful Cold Spring RV 1 BR queen bed, 1 pullout, 1 small singe. Ideal for a couple or small family. Scenic property w/ rolling hills, hiking paths, rock scramble, small pond and stream. Near all Cold Spring & Beacon attractions, the Hudson River, antiquing, quaint shops, dining, hiking trails - Breakneck Ridge, State Park, boat rentals, lakes & beaches. THIS RV IS IN A DRIVEWAY NEAR A HOUSE AND ANOTHER RV. You will have your own grassy area with picnic table and awning, and optional firepit.

Guest favourite

Cottage in Pine Plains

5 out of 5 average rating, 140 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, 127 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

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, 39 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

4.87 out of 5 average rating, 118 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.

Top guest favourite

Cottage in Kingston

5 out of 5 average rating, 21 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.

Guest favourite

Guest suite in Stanfordville

4.93 out of 5 average rating, 151 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.

Top guest favourite

Home in Pine Plains

4.96 out of 5 average rating, 57 reviews

The Bluehouse - Charming Renovated Cottage

The Upstate Bluehouse is a light-filled country home located in the quaint town of Pine Plains in the Hudson Valley. It was built in the 1700s and lovingly restored in 2023 by the same owners as The Upstate A, forming a serene retreat with modern comforts, charming accents and thoughtful details. The house is spacious yet cozy, and walking distance to town - including the celebrated restaurants Stissing House and Champetre. Finally, check us out on IG! @upstate_aframe

Top guest favourite

Farm stay in Ancram

4.96 out of 5 average rating, 324 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!

Top guest favourite

Flat in Rhinebeck

4.92 out of 5 average rating, 120 reviews

Private Studio Close to Downtown Rhinebeck

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Guest favourite

Campervan/Motorhome in Cold Spring

4.98 out of 5 average rating, 60 reviews

Country Getaway On Your Own Grassy Field

30 foot toy box camper 2 bedroom can sleep up to 7. On environmentally conscious farm operating on solar energy, and fresh delicious well water. Beautiful Scenic Cold Spring property w/ rolling hills, walking trail, rock scrambles, small ponds and a stream. Near historic Cold Spring and Beacon attractions, the Hudson River, antiquing, quaint shops, dining, many hiking trails - Breakneck Ridge, State Park w/ hiking and boating rental.