Holiday rentals with a pool in Milo

Camp S’mores- Modern A-Frame with Pool

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

Family · Location · View

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.

Location · Value · Wifi

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.

Location · Value · Hiking

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.

Location · Value · Quiet

Contemporary and cozy flat, w/ fireplace & balcony

This contemporary 1-bedroom is located in an 1880 Victorian in the historic district of Auburn, NY. From here, you can walk to the Seward House Museum, the beautiful Seymour Library, the NYS Heritage Center, and the Harriet Tubman Home. A 5-minute walk to Wegmans grocery store, downtown shops, cafes, and great restaurants. Whether you're coming to enjoy the historic charm of Auburn, or using this as a base for exploring the Finger Lakes and all they have to offer, you won't be disappointed.

Value · Location · Getting around

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

Family · Location · Parking

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.

Value · Location · Quiet

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!

Value · Family · Layout

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. 5 day minimum July/Aug The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted.

Family · Location · Heating

2 Bedroom pool house with Garage

Make some memories at this unique and family-friendly place. Peaceful location that is close to Rochester and Canandaigua as well as Bristol Mountain for skiing or viewing foliage. Tranquility at your fingertips. The pool is generally open from Memorial weekend until Labor day weekend. The last day the pool will be heated for 2025 is September 27th. The pool is shared with the resident of the main home which is a family of 5 with 5 kids aged 1 to 10.

Location · Family · Accuracy

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.

Family · Value · Sleep quality

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!

Family · Location · Kitchen