
Holiday rentals with a pool in Mad River
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Mad River
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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.

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!

Mountain View Farmhouse w/ Orchard White Christmas
This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

Private Suite in the Green Mountains
Relax in a country setting, centrally located to Vermont attractions. This private apartment in the trees boasts three beds and a full kitchen. With views of the Green Mountains, you will be a short drive away from quaint towns, skiing, breweries, hiking, and swimming. On the property, enjoy the fresh mountain air, changing leaves, and local flora and fauna. In summer, cool off after a hike or bike in the shared pool. In winter, you're 15 minutes to Mad River Glen and 30 to Sugarbush Ski Resort.

Lower Yurt Stay on VT Homestead
We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, 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 on VT homestead and Tiny house on VT homestead

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, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Cozy VT Getaway, Heated Pool, 3mi Stowe Mtn, WiFi
The Notchbrook Nook is nestled at the top of Notchbrook road in a group of condos that overlook beautiful views and is only minutes from Stowe Mountain Resort. The pool is open for summer months until Labor Day & reopens in late November for ski season. The Matterhorn restaurant sits at the bottom of the road and is a must experience Aprés spot. You are literally less than 10 mins from the slopes & downtown restaurants/shops. The condo and Notchbrook property are NON-smoking.

Spacious Private Apartment w/ Green Mountain Views
Guests enjoy views of Camel's Hump & the Green Mountains and beautiful farmland to the East. This space is great for couples & solo adventurers. My home was built in 1810 & the Guest Studio was added onto the house in 1980. Conveniently located midway between Middlebury & Burlington, also a great home-base to take a day trip to the Stowe & the Mad River Valley. Much to explore- visit local farms & apple orchards, great hikes and Lake Champlain, breweries and wineries.

Slopeside Bolton Valley Studio
Bright and charming studio at Bolton Valley Resort. Ski, ride, snowshoe, bike, hike within seconds of leaving your front door. The studio is at 2000' elevation tucked into the valley with easy access to dozens of beautiful trails. You'll experience nature at its best! When you're finished playing outside come inside to your home away from home. It has a king size bed, full kitchen, TV, and bathtub. Ideal for couples and solo travelers. Not suitable for animals or children.

Home Run condo near Toll House base
Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Hotel Chic - Home Comfort -Ski Easy.
HOTEL CHIC - SKI EASY ELEGANT - COZY - SPOTLESS OUR ULTRA COZY RETREAT WAITS JUST FOR YOU ⛷️ 🏂Pico-5 minutes ⛷️ 🏂Killington-15 minutes ❄️❄️SUPERHOST RATED❄️❄️ ❄️Squeaky Clean ❄️Fireplace, WIFI ❄️TV in living room & bedroom ❄️Private covered porch ❄️Keypad check in ❄️Smoke free/Pet free NOTE: Condo regs allow 2 adults(21 yrs). Can not accommodate children.

Sugarbush Mountainside Retreat - Ski in Ski out
Cozy and conveniently situated in the heart of Sugarbush Village, this recently renovated condo is a top floor end unit with views of the green mountains from every room. Regardless of the season you plan on visiting, this space is a perfect home base for all the Mad River Valley has to offer.
Popular amenities for Mad River rentals with a pool
House rentals with a pool

Pond, Pool, Mountain Views - Au Bout du Chemin

Sylvan Hideaway - Lower Village - Game Room

Private 5BR Mt. view, pool, new hot tub

CountryBear -Game Room, Hot Tub, Fireplace

The Pinnacle Spa & Retreat

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Charming Sugarbush Standalone Condo

Gorgeous mtn forest retreat 3 mins from ski resort
Condo rentals with a pool

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

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

Killington Vermont Luxury 2 bed condo

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Cozy Slopeside Studio at Pico

Dog-Friendly/Spa Onsite/Pool/Wine Bar

Stunning views of Stowe, two bedroom, location!

A Sweet Suite! Modern. Pool. 2RM/2BA. Shuttle. 532
Other holiday rentals with a pool

World-Class Villa @ Trapp & Stowe

Leaf Peeping Paradise, Cozy Mtn Condo

2-bedroom Condo at Bolton Valley

NEW 2025 Sugarbush Bridges Resort Outpost

Newly Renovated Condo, 1 Bedroom + Loft at Bridges

Cozy 3-BDR Townhouse with pool, tennis

Cozy Mountain Retreat in Stowe

Stowe Village Rec Path Retreat + 5mi to Mtn!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- House rentals Mad River
- Rentals with a fireplace Mad River
- Rentals with outdoor seating Mad River
- Rentals with a washing machine and dryer Mad River
- Rentals with an EV charger Mad River
- Family-friendly rentals Mad River
- Rentals with a hot tub Mad River
- Fitness-friendly rentals Mad River
- Rentals with lake access Mad River
- Waterfront rentals Mad River
- Bed and breakfasts Mad River
- Cabin rentals Mad River
- Condo rentals Mad River
- Rentals with breakfast Mad River
- Apartment rentals Mad River
- Rentals with a fire pit Mad River
- Chalet rentals Mad River
- Rentals with a patio Mad River
- Pet-friendly rentals Mad River
- Rentals with pools Vermont
- Rentals with pools United States
- Sugarbush Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Pico Mountain Ski Resort
- Dartmouth Skiway
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Autumn Mountain Winery
- Montshire Museum of Science
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Storrs Hill Ski Area
- Burlington Country Club
- Leahy Center for Lake Champlain
- Killington Adventure Center
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Montcalm Golf Club
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- The Quechee Club




