
Fitness-friendly vacation rentals in Wainscott
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Top-rated fitness-friendly rentals in Wainscott
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Popular amenities for Wainscott fitness-friendly rentals
Fitness-friendly apartment rentals

Oceanfront Corner Studio Bungalow on the beach
Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.

House on First
Incredible location! Walking distance to the town. The neighborhood is very quiet and we felt very comfortable all weekend long. Carole and Rich are wondering hosts, and the apartment had everything we needed. We would recommend!!

Lovely 1-bedroom basement apartment in Mt. Sinai
Moatez was a very nice host. His property is in a beautiful and quiet and very green area. The rental space is rather big and has a private entrance. I would certainly stay there again if I were in the area.

East end Oasis near outdoor outlet, winery & beach
Brianna was a wonderful host! Our stay there made it an easy engagement weekend for us! She was quick to respond with our questions and let us do a late check out on our last day. Definitely would book with her again!

Luxurious Open Floor Plan - Walk to Village
Great place to stay for a girls weekend! Close to town and was clean when we arrived. Definitely recommend and would stay here again!

Private 1br Apartment on Long Island
This was a perfect place for what we needed. It was very clean and felt private. Had a kitchenette and TV in both the living area and bedroom, both logged in with things to watch. The host was responsive and helpful, and the location was a nice residential street, short drive to the nearby towns. I would definitely stay here again!!
Fitness-friendly condo rentals

Romantic and unique treat in Historic Montauk.
Had an amazing stay! Cannot wait to come back!

The Exclusive Resort in Montauk
We were very happy with our stay! Great room, cozy and comfortable! The Manor was very nice as well.

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!
Mark's place was exactly what I was looking for to ring in the New Year in style, comfort and complete relaxation! I was able to start each day with a quiet cup of coffee and then head directly to the beach for a long morning walk (just a short drive away). Montauk Manor is an absolute hidden gem for a winter break and the indoor pool and hot tub are a rare find in the Hamptons. Check-in/out could not have been any easier and the Manor staff are wonderfully welcoming and friendly. There were still a good number of local shops open, including Left Hand Coffee. 100% recommend for all seasons and will eagerly book again!

One Bedroom Ocean Front | Pool, Gym, Tennis & More
Loved it! Very clean, easy check in and check out. Beach access a few steps away.

Waterfront Elevated Bungalow - Spectacular Views
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.
Fitness-friendly house rentals

Private completely fenced in property. Near beach.
A fenced-in slice of Hamptons heaven where both dogs and humans roamed free and happy. It’s basically a resort if your resort includes wagging tails, wine within walking distance, and a private mini movie theater for when socializing gets… exhausting. Days were spent by pool , nights were hot tub therapy. 10/10 would trade city stress for this fenced paradise again.

Elegant Greenport Victorian -Winter Harbor House
Erica and Janson's place was perfect for our group of eight to attend a wedding in the Hamptons. You cannot get closer to the North Ferry to Shelter Island and there are many restaurant and shopping options within walking distance... the pizza place next door is open late, PORT restaurant (across the street!) is great for waterfront drinks and dinner. While we didn't use it, the LIRR station from Manhattan is also 500 feet from the front door. Ample parking was appreciated and the place was spotless. Thank you Erica and Janson!

Family Fun House by the Bay #chateaustclair
The hosts were extremely accommodating. We had a few inquiries that they quickly responded to. We even ran into an issue while at the house with the AC not working properly and they quickly had someone to come fix this. The backyard is really spacious and my dog loved running around! We had 7 people total, a bit tight for the inside living room, but the big yard/deck and beautiful weather helped alleviate this! Overall great stay and would definitely come back given what great hosts we had!

The Perfect Bay House Escape
Loved this spot! Was the perfect weekend trip and close to lots of different places in the Hamptons. Grace was super responsive and the house was very clean and modern. Would definitely recommend as a place to stay. Will hopefully be back soon. ☺️

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna
We rented Nick’s place for a long overdue weekend of friends getting together from different bits of the world. The house is conveniently 1hr45mins from JFK and an easy drive from the city. The house was very spacious and perfect for a long weekend. Nick was very responsive and truly went above and beyond trying to get the pool working off season for us. The property is about a 10min car ride from the Southampton Main Street with loads of good restaurants. We also really enjoyed the sauna. Thank you Nick!

CASA GYPSEA - a chic and peaceful 3 bedroom house
This is a great house on Shelter Island. Our family loved the pool and the basement TV room. The host was accommodating and responsive. Highly recommend!

Historical House in Westhampton
The house was a beautiful historic house with beautiful beams and decorative touches (wallpaper, antique paintings) with a well-stocked kitchen. It had ample space and AC in every bedroom and living room. We are now huge fans of Westhampton. In the past, we have stayed in East or Southampton, which, compared with Westhampton is much more elite and expensive. Westhampton has a gorgeous and accessible beach (we went to Cupsogue) with an adorable downtown. C and her husband were both incredibly responsive and responsible - we would love to come back.

Hamptons Lux Retreat
Our vacation at Hamptons Lux Retreat was outstanding. We were 6 adults and 2 children. The house is great with many amenities and made our staying very comfortable. The outdoors with the pool area are gorgeous, with lots of seating and a dining table to eat al fresco. Wish the pool was heated, but you can’t have everything. 😁😁. Inside is very spacious with 4 bedrooms and lots of seating as well. Our favorite room was the family room on the upper floor. There is a big window and a large couch to gather in the evening after a busy day. There are toys and board games for the kids and they were very engaged. Phil is very nice and he answered promptly to our questions and demands . We were 15 min to 1 hour away from quaint villages, great restaurants, beautiful beaches and wineries. We wish our vacation lasted longer.
Quick stats about vacation rentals that are fitness-friendly in Wainscott
Total rentals
110 properties
Nightly prices starting at
ﺩ.ﺇ551 before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
110 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
110 properties have a pool
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- Beach
- Charlestown Beach
- Southampton Beach
- Yale University
- Foxwoods Resort Casino
- Napeague Beach
- Cooper's Beach, Southampton
- Walnut Public Beach
- Shinnecock Hills Golf Club
- Ocean Beach Park
- Woodmont Beach
- Amagansett Beach
- Blue Shutters Beach
- Quotonset Beach
- Ninigret Beach
- Silver Sands Beach
- South Jamesport Beach
- Groton Long Point Main Beach
- Clinton Town Beach
- Connetquot River State Park Preserve
- Bayview Beach
- Cedar Beach
- Outer Beach at Smith Point County Park
- Long Island Aquarium