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

Haven Woods, quiet house, minutes to Ithaca w/ AC
"Haven Woods", Quiet country remodeled home on 36 acres, 10 minutes from Cornell University and 12 Minutes from downtown Ithaca and Ithaca College. 5 minutes from Ithaca airport. Many restaurants nearby. 3 bedroom, 2 bath remodeled home, fully equipped kitchen, game room, fields and woods & pond. No neighbors nearby, very quiet and peaceful. Close to nature. Wild turkey, deer, coyotes, fox. Close to state parks and numerous falls and gorges. Finger Lakes Wine Trails. Many hiking trails nearby.

Charming Pittsford Home-Indoor Pool-4 bedrooms
My home is in the Bushnell's Basin/Perinton part of Pittsford. .5 miles to 490, 4 mi to I-90 and 15 minutes to U of R. Erie Canal is a short walk away. The 17 mi Crescent Trail head is 100 yards away. Fantastic restaurants. The large indoor pool is open year round with new filter and pool heater. A stream is in the fenced backyard. 50 trees provide privacy and shade. The 4 bedrooms are spacious and 21/2 baths ensure no waiting! 2 decks. Golf, Finger Lakes, wineries, & breweries are close.

Heated Pool, Hot tub, pickleball court.
Enjoy the Finger Lakes @ our custom built 3 story, 3 bedroom, 3 bath, open concept home! Built in 2015 by your Host, David. Relax in the 8 person hot tub & splash in the oversized heated pool w/diving board & bball hoop! Explore 70+ local wineries, state parks w/ waterfalls & trails. Only 6 miles from Watkins Glenn racetrack. About an Hour from 2 large Ski Resorts. Explore onsite the 70+ acres, sit around the campfire, play pick ball, pool, fooseball, arcade games, basketball & frisbee golf

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool
Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion. Deck replaced in Fall 2025.

Farmstay Scottland Yard-Hobbit House dogs welcome!
Scottland Yard farm stay, 'The Hobbit House' Come enjoy our little piece of paradise. We are located 10 easy miles from Ithaca NY in the beautiful Finger lakes region! we are less than 1/2 day trips from NYC, NJ, PA, Rochester and Buffalo. We have consistently been Airbnb super host for 6 years! We have seasonal glamps and cabins, but are now offering our favorite little hideaway year round! Enjoy the gentle peaceful flow of life just breathing the sweet air here at Scottland Yard Farm.

Downtown Ithaca New Build – Award-Winning Stay
Welcome to our beautifully designed, freshly built ADU—a 2024 Pride of Ownership Award recipient! This one-of-a-kind downtown retreat is perfect for visiting families, couples, and professionals seeking an authentic Ithacan getaway. Enjoy inviting living spaces, a well-appointed kitchen, and a private outdoor area to unwind. Nestled in a convenient location, you are moments away from parks, restaurants, universities, and local attractions. City of Ithaca STR Permit Number STR-25-1

Elegant Historic Suite — Balcony & Fireplace
Kick back and relax in this calm, stylish space. Perfect for a romantic getaway or work retreat, this recently renovated apartment embodies a fresh boho feel with vintage soul. Enjoy the beautiful view out the large picture window, cooking in the adorable and functional kitchenette, or relaxing in bed by the gas fireplace. Located in Auburn's historic district and a 1-min. drive from Wegmans. From here you can easily access downtown shops, restaurants, and attractions by foot.

Luxury lakefront apartment - and a private pool!
This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Huge private balcony overlooks the lake. Private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, hi-def TVs in living room and bedrooms, high speed Wi-Fi for all your streaming services.

Comfy Ranch House with Pool 3BR/2BA
Welcome to our cozy Upstate NY retreat! Perfect for traveling workers or family vacations, this newly renovated 3-bedroom, 2-bathroom house offers a comfortable stay. It features a stocked kitchen, laundry room, and spacious, furnished rooms. In the summer, enjoy our 24-foot round pool with a deck and lounge chairs. The backyard has a 5-burner gas grill, a gliding bench, and an outdoor table with a retractable umbrella, ideal for dining and relaxing. Book now for a great stay!

The Green House
Get away from it all when you stay under the stars at this beautiful farm situated on 80 acres of rolling farmland, hills and forests, with horses, chickens and Nigerian Dwarf goats. Walk out the sliding glass door to a fully fenced pool and hot tub overlooking the beautiful rolling hills and woods. We live right next to the Green House. The Famous Finger Lake Wineries and Breweries are a short drive away. We are also 20 minutes away from Bristol Mountain Ski Resort.

Fireplace, theater room, & fully equipped kitchen
Enjoy this newly renovated home nestled in a private cul-de-sac with the town park with playground and walking trails literally in your back yard. Lots to do to have fun—swim in the in-ground pool, make teams for a foosball tournament, gather around the table to play board games, watch a movie in the theater room, or snuggle up by the fire and enjoy a quiet night in. Cook meals in the fully equipped kitchen or on the grill on the back patio.

Turner Park Suite
Relax in this charming, peaceful suite that is conveniently located to all the action in the Montour Falls/Watkins Glen area! Walk into town to see the historic downtown businesses, drive just three-miles to enjoy the Village of Watkins Glen, or attend Watkins Glen International just five minutes up the road! Are you ready to enjoy the Finger Lakes? Book your stay with us!
Popular amenities for Milo rentals with a pool
House rentals with a pool

Hazlitt Winery Poolhouse

Private Cottage with Pool Between the Lakes

Lakeview House near Wineries & Wedding Venue

Cayuga Lakefront | Pool | Dock | FLX Wine Trail

Modern Lakeside Villa with Pool and Hot Tub

Hornby Heaven WITH POOL & Hot Tub

South West Cottage: Cozy Getaway, King Beds, Pool

Pool+Hot Tub, Gameroom, Movieroom, Firepit+Dogs OK
Other holiday rentals with a pool

Plum Point Lodge - Yurt 4

Condo on Canandaigua Lake #420

4 bed ranch w/pool in Henrietta

NEW! Family-friendly home along Seneca Lake

Sky House- private sanctuary in the clouds

Private Cabin in the Woods: Hot Tub, Pool, Sauna

Cheerful pet friendly home in the Fingerlakes!

Lil Glamping Between The Lakes…
Destinations to explore
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- Rentals with beach access Milo
- Rentals with a fire pit Milo
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- Rentals with a kayak Milo
- Rentals with a washing machine and dryer Milo
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- Rentals with a hot tub Milo
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- House rentals Milo
- Waterfront rentals Milo
- Rentals with a fireplace Milo
- Family-friendly rentals Milo
- Pet-friendly rentals Milo
- Rentals with pools Yates County
- Rentals with pools New York
- Rentals with pools United States
- Letchworth State Park
- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Finger Lakes
- The Strong National Museum of Play
- Bristol Mountain
- Taughannock Falls State Park
- Chimney Bluffs State Park
- Watkins Glen International
- Keuka Lake State Park
- Stony Brook State Park
- Keuka Spring Vineyards
- Cascadilla Gorge Trail
- Fox Run Vineyards
- Rochester Institute of Technology
- Memorial Art Gallery
- Three Brothers Wineries and Estates
- University of Rochester
- High Falls
- Ithaca College
- Sciencenter
- Montezuma National Wildlife Refuge
- Robert H Treman State park





