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.

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Top Guest favourite
A remodeled country home is situated amidst lush greenery, featuring a gravel driveway leading up to the house. A silver metal roof covers the attached garage, while a camper is parked beside the garage. Trees provide natural shade around the property.
Home in Ithaca
4.96 out of 5 average rating, 219 reviews

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.

Top Guest favourite
A welcoming seating area is presented with two soft blue armchairs positioned on a decorative rug featuring floral patterns in shades of blue and cream. A small table with a lamp is situated between the chairs, and natural light enters through a large window overlooking a grill area.
Home in Pittsford
4.88 out of 5 average rating, 145 reviews

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.

Guest favourite
Home in Beaver Dams
4.96 out of 5 average rating, 158 reviews

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

Guest favourite
A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.
Villa in Keuka Park
4.88 out of 5 average rating, 143 reviews

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.

Guest favourite
The entrance to 'The Hobbit House' is framed by lush greenery and features a distinctive wooden door in deep red. The charming exterior showcases a combination of shingled textures, with a shaded porch adorned by a wooden pergola and decorative string lights.
Farm stay in Brooktondale
4.92 out of 5 average rating, 120 reviews

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.

Top Guest favourite
The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.
Home in Ithaca
5 out of 5 average rating, 106 reviews

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

Guest favourite
Apartment in Auburn
4.94 out of 5 average rating, 176 reviews

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.

Top Guest favourite
A spacious wooden deck is presented, featuring a circular above-ground pool surrounded by greenery. A shaded area is provided by a red umbrella over a dining table. Soft evening light filters through the trees, enhancing the serene outdoor space.
Apartment in Seneca Falls
5 out of 5 average rating, 140 reviews

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.

Guest favourite
A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.
Home in Elmira
4.95 out of 5 average rating, 184 reviews

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!

Top Guest favourite
A vast, open landscape features rolling hills and fields of green, under a clear blue sky. Sparse trees line the edges of the property, with a distant view of a white farm structure nestled among the greenery.
Barn in Bloomfield
4.96 out of 5 average rating, 102 reviews

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.

Top Guest favourite
The living room features two comfortable leather sofas positioned across from each other, centered around a circular coffee table. A gas fireplace with a stone surround is visible, complemented by a wall-mounted TV above it. Natural light fills the space through large windows.
Home in Lima
4.96 out of 5 average rating, 194 reviews

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.

Top Guest favourite
A well-appointed sleeping area features a queen-sized bed with a white comforter. A flat-screen television is mounted on the wall opposite the bed. Two bedside lamps provide soft lighting. A comfortable armchair sits in the corner, while a window allows natural light to enter.
Apartment in Montour Falls
4.99 out of 5 average rating, 101 reviews

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

  1. Airbnb
  2. United States
  3. New York
  4. Yates County
  5. Milo
  6. Rentals with pools