
Holiday rentals with outdoor seating in New Fairfield
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Top-rated Holiday Houses with Outdoor Seating in New Fairfield
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Holiday House Rentals with Outdoor Seating

OWL's PERCH Candlewood Lakefront Rustic Cottage!
If you're looking for a cute little cottage in the woods near the lake to recharge and relax - this is it! KC provided an extensive list of instructions and to know's, which made check in/check out and all the in-between fool proof. KC was super friendly and responsive as well!

Tranquil Tree-House on the beautiful Hudson River
Such an amazing stay with a beautiful view!! Had one of the best memorable day of my life with my girlfriend. All thanks to Roberta!

The Farmhouse
Sarah’s farmhouse was just lovely. Such a peaceful, beautiful stay. The house was so charmingly decorated, you could tell the care that went into it! My mom and I immediately felt at home. I really appreciate how all the home necessities you need were there; extra blankets, iron, salt and pepper and basic kitchen things. It makes a big difference! The beds were comfortable and it was so nice to wake up to the birds and beautiful views. Sarah is kind and helpful and we loved seeing the barn and cows (including a brand new baby cow!). The milk was also delicious! Highly recommend for a peaceful stay.
Spectacular Lake Views from Every Room & Garden
Lovely place with lake views. 100% happy with this choice vs other offerings in the area. House is set on a hill so you are viewing the lake from a higher spot than if you were literally on the lake. Very majestic. There are binoculars on the window sill to check out boats/things going on. I enjoyed the decor/sense of style the host has. Lots of interesting books, art, turntable, board games, cards, etc. The gardens, koi pond are well maintained. Rooms and bath upstairs do have lower ceiling but this info is disclosed in the ad. It didn’t detract from the experience. Went hiking but we were not avid hikers so learning to read the trail markers was new for us. The town is very small but we found nice spots to eat/visit nearby. We did use kitchen and coffee maker. Appliances are very new. Plenty of kitchen utensils. Cool hairdryer. Host def. appreciates design. Thank you for letting us stay a few extra hours past check out. Wonderful time! Felt like I really got away from the stress.

midcentury mod * POOL * walk out trail to mohonk
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍

Lakeview Estate - Chef's Kitchen - NYC Getaway
This house was wonderful as I would definitely stay there again and recommend it to family and friends. The views from the balconies and windows were amazing! The house was absolutely beautiful and super clean. The location was secluded but still near shops and restaurants. We loved our stay!

Direct Lake Access - Priv Dock, Kayaks, EV Charger
Helen’s place is exceptional— on the water, comfortable, fun. Many things to do including fishing and kayaking!

Eagle Rock House
Edina and Glen's house was beautiful, spacious, and pristine. It was the perfect setting for a "girls weekend". The grounds were stunning, and made for a great setting. Very close to town, shopping, and wonderful restaurants. We really appreciated that our hosts were very proactive in reaching out and making all instructions clear. They were communicative and flexible. Thank you for having us in your beautiful home! Very memorable weekend.
Apartment rentals with outdoor seating

Top Floor 2BR - Just Renovated!
The apartment was beautiful and exactly as described. It was newly renovated, clean, easy to locate, and in a prime location. We met Graham when we got there. He was outside working on more renovations, and he became a friendly face and helpful resource throughout our stay. The patio was definitely worth it. It was so peaceful and serene to just sit in the hot tub and stare off at the creek and mountains. The less than 10 minute walk to town on the abandoned tracks was so easy, romantic, and fun. This is a great place to stay for couples or families!

*The Ridge House*
We had a great time at The Ridge House! The property was gorgeous, and the creek is even more stunning in person. The apartment was clean, fresh, and felt very cozy. The kitchen was well stocked to make a meal. Instructions were clear and we had no logistical issues. Thanks for great stay!

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
We had a wonderful stay! The place was spotless and incredibly well-prepared. The host went above and beyond—there was a bottle of wine and a charcuterie board waiting for us when we arrived, which was such a thoughtful touch. She truly thought of everything we might need, from toiletries to kitchen essentials, including a variety of snacks/breakfast items, coffee and teas. It made our stay comfortable, relaxing and stress-free. Highly recommend and would definitely stay again!

The Hideaway
Very quaint little spot! Located in a very quiet, serene area. We absolutely loved the yard and the trails behind the house, my dog felt right at home! Renee was very responsive when needed but otherwise felt we had plenty of privacy despite being on the same property. Space was clean and charming and everything we needed for a quick wedding weekend! Would definitely recommend for a relaxing quiet weekend!

Hudson River Peaceful Getaway, Explore from here
What a beautiful place to stay in the Hudson Valley. The view from the property is just breathtaking. Dan’s place is very clean, open and beautifully furnished. We can’t wait to come back!

Private space, with yard
Skye was really helpful and always responded quickly. This is a private location but if you're looking for stuff to do, Carmel is a short drive to Beacon and Cold Spring. It is very pretty in this area and very woodsy. The space is in the lower level and cool and opens to a private yard with seating.

Cozy Apartment with Water View of Brook
We were recently in town to visit family, staying at Traci’s made our visit enjoyable and relaxing. Check-in was easy, the apartment was clean with a comfortable bed and a peaceful view of the brook. Overall, we had a pleasant stay, thank you Traci!

Huckleberry Quarters, the Cozy Redding Retreat.
This was a great place to stay especially if you love the outdoors . Really loved the set up and all the amenities . Highly recommend for a weekend away. You won’t be disappointed .
Condo rentals with outdoor seating

Valley Overlook @ Mtn Creek Resort Park & Play
I had a wonderful stay at this Airbnb in Vernon, New Jersey, right by Mountain Creek. The one-bedroom space was exactly as described in the photos—clean, cozy, and inviting. The accommodations, including the pool and hot tubs, and sauna were fantastic and easily accessible. The host was very responsive to messages, making the whole experience smooth and enjoyable. Highly recommend!

Sunsets at Mountain Creek! Walk to ski slopes!
Nothing bad to say about the place! Loved the pools and hotub!

Comfy Studio at Mountain Creek Resort
This is a beautiful place. Second time we’ve stayed there and I would like to come again next year!

Cozy West Point Hide Away and Cadet’s Get Away
Great Airbnb! Great Host! Perfect for visiting West Point

BRAND NEW! MODERN SlopeSide Condo, Golf, & Spa
This was a perfect stayfor the wedding weekend we attended. Location was perfect host was fantastic and the atmosphere was just what we needed. I would recommend this condo and host to anyone.

Modern Ski in/out/waterpark/King Bed/WIFI/Parking
It is a great location, with plenty of things to do in the immediate vicinity. The unit was quiet, clean, comfortable, and provided everything I needed for a week long stay. The owner was very responsive to any query, and I did not have any issues with the unit during my stay. I'd work with Henry again for a future stay in Vernon, NJ.

2 Bedroom + Parking Cozy Condo•Mountain Creek•
We really enjoyed a night at the Cozy Condo! Fabiola was very responsive and helpful! The place really was very cozy and clean. It was exactly as listed and pictured. It’s decorated so cheerful and uplifting! Really nice place! Thanks Fabiola!!

1BD in Hoboken + Deck
Great host, amazing location, and quite cute neighborhood incredibly close to the PATH! Hoboken was great and getting into Manhattan was incredibly convenient. The Airbnb was spotless and the couch was already made for my dad. Roomy, homey, and a great stay. Loved this place!! If I ever need an Airbnb in Hoboken I will look to rebook this place
Quick stats about holiday rentals with outdoor seating in New Fairfield
Total rentals
60 properties
Nightly prices starting at
$84 NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
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- Fairfield Beach
- Yale University
- Rye Beach
- Yankee Stadium
- Rye Playland Beach
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach
- TPC River Highlands
- Thunder Ridge Ski Area
- Bethpage State Park
- Woodmont Beach
- Rye Town Beach
- Ringwood State Park
- Jennings Beach
- Seaside Beach
- Silver Sands Beach
- Bushnell Park
- Taconic State Park
- Sunken Meadow State Park
- Catamount Mountain Ski Resort
- Calf Pasture Beach
- Centerport Beach
- Kent Falls State Park