Vacation rentals with a hot tub in Pittsfield

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Top-rated hot tub rentals in Pittsfield

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Guest favorite

Home in Hudson

4.95 out of 5 average rating, 132 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Guest favorite

Home in Valatie

4.92 out of 5 average rating, 25 reviews

Evergreen House on Hennett with Hot Tub

A dream home in NY! A big, beautiful house on a quiet road with a creek. Ideal for families or couples. Kids love playing in the backyard and seeing deer. Enjoy nature all year. See stars in spring, no light pollution, hike in summer, admire foliage in fall, ski in winter at Catamount, Butternut, or our favorite Jiminy Peak. Cook in chef’s kitchen, relax in the hot tub, (Mid Dec) after a cold day with radiant floor heating. Near wineries and breweries and tucked between two idyllic small towns.

Superhost

Cabin in Stephentown

4.86 out of 5 average rating, 267 reviews

Cabin in the woods w cedar Hot Tub + private pond

The Hemlock Hideaway is a charming, rustic cabin in the woods designed for rest and relaxation. Guests will journey into simpler times, inspired by antique furnishings that remind them to slow down and unwind during their stay. The cabin is isolated yet only 10 min drive to Jiminy Peak for skiing as well as park and trails for hiking, apple orchards, excellent restaurants and foliage viewings. Cherry Plain State Park, Mount Greylock, Lebanon Speedway, Albany, and Pittsfield are all 25 min max.

Guest favorite

Home in Petersburg

5 out of 5 average rating, 103 reviews

Private Mountain Lodge-Amazing views, cozy vibes

Book your holiday get away! An incredible "wrapped in nature" experience in your own private lodge! Just 3 hours from NYC and Boston, perfect for those looking for privacy, views and luxury conveniences and events. Outdoor hot tub, sauna, game room/bar area, kitchen, large yard, fire pit, Peloton bike, local lake access and skiing! Something for everyone! All season fun-hiking, concerts, shopping, skiing, fishing, and world class art. Near Williamstown, MA, Southern VT, and so much more.

Guest favorite

Home in Rhinebeck

4.86 out of 5 average rating, 91 reviews

Luxury Upstate NY Home w/ Hot Tub, Private 5 Acres

Tranquility and seclusion abounds in this beautiful, updated 4 bedroom, 3.5 bathroom home with a brand new hot tub near both Rhinebeck NY & Red Hook NY! As soon as you pull into the long driveway through the woods you will feel like you've left your cares behind. Our house is close to Bard, Marist, and CIA, and also close to Omega Institute if you're attending any programs there! Explore nearby towns of Rhinebeck, Red Hook & Germantown and enjoy all the local fabulous restaurants and stores.

Guest favorite

Tiny home in Wilmington

4.99 out of 5 average rating, 217 reviews

Beautiful Timber Frame Retreat

This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

Superhost

Cottage in Red Hook

4.9 out of 5 average rating, 201 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you. BE SURE TO SEE OUR OTHER 2 BEDROOM COTTAGE ON THE LAKE - LILY PAD - IF YOUR DATES ARE NOT AVAILABLE.

Guest favorite

Chalet in Dover

4.94 out of 5 average rating, 104 reviews

8Min to MtSnow, HotTub, FirePit, GameRoom, Dogs Ok

✔ 8 Minutes to Mount Snow, 30min To Stratton, 60min to Okemo ✔ 4 Bedrooms, 3 Bathrooms, Sleeps 10 comfortably ✔ Hot Tub Under Pergola & String Lights ✔ String-Lit Fire Pit Area w/ Adirondack Charis ✔ Game Room With Air Hockey & Ring Toss ✔ Dog-Friendly ✔ Lake Whitingham/Harriman Reservoir is 20 minutes away to enjoy boating & fishing ✔ Fast Wifi For Remote Working & Streaming ✔ Quiet, Peaceful, & Private ✔ High Chair, Pack N' Play Provided ✔ All Linens/Towels/Soaps Provided

Guest favorite

Home in Pittsfield

4.98 out of 5 average rating, 118 reviews

Hidden Oasis in the Mountains by Evergreen Home

Escape with family & friends to this hidden oasis in the heart of the Berkshires. Enjoy the beautiful perennial gardens & sip coffee as you watch the sunrise over the mountains from the screened-in porch. Unwind in the hot tub, relax on the stone patio by the fire pit, & dine on the deck. Just minutes from Lenox & Tanglewood, this attractive 5 BR home boasts a large, fully-outfitted kitchen, comfortable Tuft & Needle mattresses, & spacious living areas with stunning mountain views.

Guest favorite

Guesthouse in Saugerties

5 out of 5 average rating, 36 reviews

Private lofted retreat with Steam room HotTub/Pool

Take it easy at this unique and tranquil getaway. off NYS thruway close to local restaurants/shops 5 min from town of Saugerties & Hits 25 min from Hunter Mt Skiing 15 min from town of Woodstock and close to hiking trails Relax in the New hot tub on private outdoor deck reset yourself in the 2 person custom steam room also a Salt water inground pool available King size bed in loft and pull out full mattress in sectional couch just renovated with all new furniture full kitchen

Guest favorite

Home in Hudson

4.96 out of 5 average rating, 49 reviews

The Spring House

Welcome to The Spring House where you will enjoy a Hudson designer aesthetic while enjoying an array of amenities. This 3-bedroom home near the heart of Hudson features: • Hot tub, fire pit, & BBQ grill in the backyard • Mini movie theater with a projector • Dedicated workspace with great views • Professionally designed home with a cozy atmosphere • Short walk/drive to Warren Street for convenience • Quaint nature trail at the end of our cul-de-sac that leads to Oakdale Lake

Guest favorite

Serviced apartment in Waterford

4.91 out of 5 average rating, 257 reviews

HOT TUB & New Stylish Saratoga County Efficiency

About the space Brand New Everything. This newly created space offers city style interior decor with outside space to enjoy. This includes the New Trex deck with HOT TUB and outdoor relaxation. Situated on large lot- this space offers convenient access to local highways (5 min from I-87, 10 min from 787). Off street parking for 2 vehicles. RV, boat, trailer space available on site. Within 2 min -be at convenience store, pizza shop, ice cream, mini golf, town park and more..