Vacation rentals with a pool in Rochester

4.96 out of 5 average rating, 145 reviews

Home in Granville

Epic Views of the Green Mountains

Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

4.91 out of 5 average rating, 212 reviews

Home in Killington

Luxury Condo Tucked in the Heart of Killington

Welcome to our ❄newly renovated❄ Cozy Condo Located right off the "loop" walking trail on river road. Our end unit condo sits just 5 min from the base of Killington with easy access to night life/restaurants and much more. Whether you are skiing, hiking, biking, kayaking or just enjoying the fresh Vermont air, you'll love the comfort of our condo. Enjoy a space that is truly convenient, comfortable, child-friendly and fun for you to enjoy during your hard-earned vacation time in Killington!

4.93 out of 5 average rating, 107 reviews

Condo in Mendon

Hotel Chic - Home Comfort -Ski Easy.

HOTEL CHIC - SKI EASY Elegant - Cozy - Spotless Our condo is located minutes from Pico & Killington, 🥾AT&LT, 💍wedding venues, 🚴‍♀️mountain biking, ⛳️golf and many local events. Superhost level comfort welcomes you! OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️Pico -5 minutes ⛷️Killington -15 minutes 🥾Minutes from LT/AT •Squeaky Clean •Fireplace, TV, WIFI •Seasonal Pool(towels provided) •Private covered porch •Keypad check in •Smoke free/Pet free NOTE: Condo regs allow 2 adults(21yrs)

Guest suite in Killington

4.95 out of 5 average rating, 145 reviews

Cozy, spacious, 3 bedrooms, 4 beds, swimming pool.

Great value! Cozy, clean, SPACIOUS, 3 bedrooms w/4 beds (2 double, 2 twins). You have entire first floor (5 rooms) w/private entrance & private full bath. Sitting area w/ TV & electric fireplace. Dining table. Coffee maker, tea kettle, toaster, microwave, small fridge, sink . Sorry, no stove. Laundry room with washer/dryer. Wi-Fi. Indiv heat. Ideal for 4 singles, 2 couples or families w 1-3 kids. Max 5 people. 5 mi. to Killington Rd restaurants, bars, nightlife, shops. Summer swimming pool.

4.94 out of 5 average rating, 120 reviews

Treehouse in Stockbridge

Romantic Treehouse- Hot tub, A/C, 20 Min to KLT

New treehouse was built by me with my own two hands during the pandemic. The architect styled design is one of a kind with huge windows. Radiant Heat, custom bathroom/kitchen. My grandparents once owned and operated a dairy farm in the area and I want to share this treehouse and surrounding area with my guests. Ski or Ride in only 20 min to Killington and resorts. My treehouse is located on the historic ski highway with Killington-20 min, Pico, Okemo, Sugarbush, Saskadena Six, and Stowe.

4.94 out of 5 average rating, 111 reviews

Home in Killington

Glamorous Dog Friendly 2BR 2.5 Bath w/ Pool Sauna

Our 2-bedroom, 2.5-bath Airbnb, nestled in Vermont’s Green Mountains, invites you to escape into a haven of year-round adventure. Enjoy breathtaking views of a scenic pond, skiing through pristine slopes, bike along winding trails, or hike amidst the number 1 ranked foliage in the USA. Rejuvenate in the indoor pool and spa, with hot tubs, steam rooms, sauna and gym. Unwind by the cozy fireplace, creating unforgettable memories. Experience the charm and beauty of Killington like never before.

4.9 out of 5 average rating, 908 reviews

Guesthouse in Granville

Moon Valley Country Retreat no clean fee pets yes

Unique centrally located, peaceful country chalet between the Adirondack and Green Mountains on 60 acres. Starlink available if your phone doesn't work here. Near Lk George, Lk Champlain, & VT. Hike, fish, swim nearby. Air conditioners on the main floor for the summer months. Our 9120 watt solar array powers our property. During the cold months enjoy the wood stove. All wheel drive a must in winter. We have a spacious deck by the shared pool, pergola, and a shady deck by the stream.

Apartment in Williamstown

4.9 out of 5 average rating, 125 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

4.94 out of 5 average rating, 157 reviews

CozyCub - Pool, Hiking, Mountain Biking

Delight in this friendly, fully renovated (2022) modern ski condo next to Killington's popular Snowshed base area, learn-to-ski trails, and golf course. Shuttle-On / Ski-Off to the condo during peak season. The location is prime for accessing everything the area has to offer. Relax for some streaming after a day on the mountain on the 65" TV. Enjoy the Whiffletree condo association's outdoor pool and tennis courts in the summer, settle in by the gas fireplace, or head out to explore.

4.92 out of 5 average rating, 261 reviews

Cabin in Warren

Alpine Traverse - Pets, Shared Hot Tub & Lap Pool

Brand new open loft and studio-like construction. This cabin is situated at the bottom of Sugarbush Resort at Lincoln Peak. Situated on 3 acres, this gorgeous cabin offers a luxurious and extremely cozy place to come enjoy all the Mad River Valley has to offer. On the premises is an 8 person hot tub, access to the Sugarbush Golf course, and only a 1 minute drive to Sugarbush Resort. Come relax at Alpine Traverse year round for the epitome of the Vermont experience.

4.86 out of 5 average rating, 210 reviews

Tiny home in Randolph

Tiny House on Vermont Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect. Our homestead is based on permaculture landscape design.Relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay and Upper Yurt on VT Homestead

4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

Experience year-round adventure at Sunrise Village at Killington, just steps from scenic trails and the Sunrise Village Triple Lift (488 ft away). After a day of outdoor fun, unwind by the cozy electric fireplace. Explore nearby hiking, mountain biking, kayaking, and golfing. The indoor sports complex—featuring a pool, hot tub, and gym—is a short walk away. Perfect for outdoor lovers looking to relax and make unforgettable memories!

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Popular amenities for Rochester rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 80 reviews

Home in Killington

Golf, Bike, Fish, or Hike!

SooRating, 5 stars2 months ago

Ashley was super friendly and responsive and her place was as described with everything I need and more to make me feel right at home. Would love to stay here again. Thank you so much for letting us stay at your beautiful place!

Superhost

Home in Sugarbush Village

4.82 out of 5 average rating, 117 reviews

Charming Sugarbush Standalone Condo

PerryRating, 5 stars3 months ago

Great location and lots of space. We were able to ski in/out (look for "Cliff's Road" sign when skiing back) fairly easily, which was nice. Would definitely stay here again. Thanks!

5 out of 5 average rating, 20 reviews

Home in Crown Point

Stunning Mountain Top Cabin

Jan MichaelRating, 5 stars4 days ago

My wife, our dog, and I had a wonderful stay at Shyra's place. The home was clean, warm, and welcoming—our dog felt right at home. Waking up to stunning views of the high peaks from the backyard was truly unforgettable. Short drives to Schroon Lake and Ticonderoga. A great home base of you're looking to hike any of the Adirondack high peaks. Shyra was communicative and very responsive throughout our stay. We’re already looking forward to our next visit! Thank you for having us!

4.95 out of 5 average rating, 19 reviews

Home in Hartford

Farmhouse, Fireplace & Office | Wheelock Hideaway

HeidiRating, 5 stars8 months ago

Very quiet and cozy. Comfortable beds. Lots of room for everyone.

4.98 out of 5 average rating, 267 reviews

Home in Stowe

EPIC Stowe Getaway - Great For Families & Friends

KatieRating, 5 stars2 weeks ago

weekend family trip for 6 of us and our dog(4 adults and 2 kids), plenty of space for everyone, and much larger than I expected! we enjoyed cooking in the well stocked kitchen, playing board games on the large dining room table, swimming in the pool and soaking in the hot tub, wrapping the nights up with a movie on their Roku TV! Kristin was very responsive in her communication, we had a lovely time and would love to plan future trips here again!

4.91 out of 5 average rating, 89 reviews

Home in Chittenden

Comfortable, relaxing large country home

EdwardRating, 5 stars3 months ago

Great spot for a week of skiing! Danielle was very helpful and communicative throughout

4.89 out of 5 average rating, 139 reviews

Home in Plainfield

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars3 months ago

Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩

4.94 out of 5 average rating, 49 reviews

Home in Warren

Design Build Concrete House Near Sugarbush

RobertRating, 5 stars2 months ago

The 'Archie Bunker" house is truly unique, and we loved it! Due to its uniqueness, it may not be for everyone, but Parker's descriptions are clear and accurate, and he and Sabra could not have been more responsive and helpful. We really loved the feel of the house the architectural interest, and would absolutely stay again. Also, the Warren and the Mad River area of Vermont are friendly and full of beauty and interest.

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Condo rentals with a pool

4.88 out of 5 average rating, 112 reviews

Condo in Mendon

105 Fox Hollow Village Pvt - Red Fox - Unit B-4

MichaelRating, 5 stars3 weeks ago

Great place, great host, zero complaints.

Condo in Sugarbush Village

4.87 out of 5 average rating, 199 reviews

Ski In/Ski Out with upgrades!

KarenRating, 5 stars2 months ago

My husband and I stayed here to do a few days of spring skiing at Sugarbush. The location is perfect, a short walk to the slopes when there's snow. Two-minute drive to resort if snow is sparse. Sugarbush is a huge resort and has many options for all skills of skiing. The condo was spotless and had a full kitchen with plenty of pots and pans, etc. It was very comfortable and also had a selection of books and games to choose from. Host was very responsive and gave perfect instructions. Thank you!

Superhost

4.59 out of 5 average rating, 100 reviews

NEW Killington Studio: Great Location! Comfy. 431

JohnRating, 5 stars4 months ago

Nice cheaper lodging on the access road

4.97 out of 5 average rating, 128 reviews

Condo in Warren

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars3 months ago

Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy

Condo in Sugarbush Village

4.86 out of 5 average rating, 101 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

MikeRating, 5 stars3 months ago

This was my second stay at Tom's place at Sugarbush. Location is top notch. Well situated on the mountain. Ski on Ski off (short walk to the trail) but walkable, even with kids. Its a great location nearby a few restaurants and Mountainside Ski Shop. Parking is easy. Loading in & out very easy. Its very comfortable, clean, and the kitchen is well stocked with anything you'll need to cook while you're there. Bonus, upstairs bedroom window has a great view of the mountain. I would gladly stay there again & again.

Superhost

4.89 out of 5 average rating, 130 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

DillonRating, 5 stars2 months ago

We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!