
Holiday houses in New Middletown
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Top-rated holiday rentals in New Middletown
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Staycation Lake View HUGE Year Round Spa Firepit
SAVE 10% for 3 days 12% for 4 days 15% for 5 days 20% for 7 days 40% for 28 days This mid 1800's log cabin, built as humble servant's quarters, has been completely transformed. It's now a spacious lake home with multiple additions and an unexpectedly gigantic swim spa for year-round relaxation, romance or fun! Feel at peace and at home connecting with loved ones in a tranquil natural setting. 8 Adults plus space for young kids! WIFI & Smart Roku TVs Boardman and Youngstown attractions.

Clean Ranch, Sleeps 10, Game Room, 2 Full Baths
The 80 is exceptionally clean—every linen, including the comforter, is freshly laundered for each guest, so you can rest comfortably. Sleeps up to 10 guests and features 3 bedrooms, 2 full bathrooms, a stocked kitchen, fast Wi-Fi, washer & dryer, and a finished game room *No pets allowed to maintain an allergy-friendly home. Unauthorized pets will result in a $500 fee and cancellation of your reservation. Guests with service animals must notify us before arrival and may not be left unattended.

Big house on course for golfer’s retreat
Enjoy this well appointed & c.c. classic decorated home on Tanglewood’s 18 hole public golf course. Perfect for relaxing in the countryside + peace & quiet. There are no neighbors! Celebrate with a fully equipped kitchen, event room, living room & big table. 🥳 Soak in the jacuzzi or chill on the back porch. Enjoy the spacious home & GOLF ⛳️ Quaint villages, Amish communities & 1/2 way between NYC & Chicago makes Lawrance County a destination. Only 1 hour to Pittsburgh! Stay awhile.

Fishing pond Lower Level Guesthouse with hot tub
Forget your worries in this spacious 6 acre serene spot. Lower level guesthouse is yours to enjoy to yourself. Complete with a queen bedroom, closet, Full kitchen, living room, full bathroom, & laundry. Exercise equipment, hot tub on outside deck, Fishing pond, room to roam, fire pit, collect chicken eggs for breakfast. One Dog is welcome w/deposit. Our family lives above in the main house, but gone most of the summer. You'll have a relaxing time being close to downtown Poland & Boardman

Cozy Pet-Friendly Home w/Fenced Yard Near YSU
Step into comfort the moment you arrive. This warm and inviting two-story home is made to make every stay feel cozy, and completely stress-free. Whether you’re visiting family, for work, exploring Youngstown, or passing through, you’ll have the entire house to yourself—with every comfort thoughtfully prepared for you. ✨Fast WiFi ✨Pets stay for FREE! ✨Quiet, safe neighborhood ✨Stocked kitchen ✨Cozy living room + office ✨Fenced yard ✨Entire home *stairs are semi steep!* *No oven, only stove*

Woodland Oasis Cabin Apartment
Late Checkins are fine.This quaint Cabin style Apt is perfect for a quick stopover or longer stays.Having all the amenities you need at hand. This is a 575sq ft self contained apt .We are the perfect stop over being a half Way between Chicago and New York. 5 mins away from In I80 E or W ext 229 or route 711 ext 228a off Belmont ave ,5 min to St Elizabeth.Y.S.U, Covelli , Amphitheater 10 mins to Westside Bowl, fishing spots 5 mins away from Penguin city Brewery and past times arcade.

The Rain House ~ Lisbon, OH
Slow down and recharge in this peaceful Japandi-style cabin tucked away in the rolling hills of Lisbon, Ohio. Designed with natural textures, clean lines, and calming tones, this 1 bed, 1.5 bath retreat invites deep rest. Enjoy the outdoor shower, private hot tub and scenic views. With high-speed WiFi, two TVs, a full kitchen, and laundry, it blends modern comfort with timeless serenity. Just minutes from Beaver Creek trails and cozy local eats. Ideal for couples or solo travelers.

The Ember Cabin | Sky Cinema - Stargazing - Farm
Hilltop cabin on a working farm with boutique design. Curl up by the wood-burning fireplace in the Fireside Nook — a velvet sofa that converts to a queen bed. Upstairs, the Phoenix Sky Loft has 3 XL built in Twin beds, a 100" cinema screen, and galaxy ceiling projector. Spa bathroom with rain shower, copper farmhouse sink, fully equipped kitchen, in-unit washer/dryer. Stargaze from the outdoor net bed, grill at the fire pit, and visit our Highland Cattle & Babydoll Sheep. Sleeps 5.

Michelle’s Log Cabin @ Horse Farm
Secluded log cabin getaway on a peaceful farm. Relax and enjoy the sounds of nature, pasture views, and beautiful sunrises. Note: Incinerator toilet. Feed the horses at the fence—treats provided! Enjoy a ½-mile winding trail around the pasture. Comcast Wi-Fi, 3 TVs, gas grill, gas fire table, fire ring, cornhole Please book for the correct number of guests. Pets welcome with approval—please keep them off furniture, bedding & carpets. Must be crated when unattended

“The Henry” House with Private Hot Tub
A picturesque countryside getaway with the convenience of shopping and restaurants nearby. If you love breweries, hot tubbing, golfing, cruising the neighborhood in a Model T golf cart, or just relaxing in a really cool house, this place is for you! Antiquing and open summer concerts minutes away. Comfort awaits with beautiful cozy interiors and a vintage vibe. With a touch of history and a lot of charm, your stay at “The Henry” will be a fun and welcome retreat.

Shirley's Place, Tiny Home on 40 Acre Farm
Charming Tiny House Retreat-A Tribute to Family and Comfort. Welcome to our beloved tiny house, thoughtfully offered in honor of my late mother, who called this special place home. Shirley cherished every inch of it, often saying, “It has everything a big house has!” Now, we invite you to experience the comfort, charm, and peace that meant so much to her. We look forward to welcoming you and sharing a space filled with love and lasting memories.

Quiet Country Side Home w/Hot Tub & Dog Friendly!
Three bedroom, two full bathrooms. We have 2-4 parking spaces available along with a huge backyard perfect for grilling season! We have a fully equipped kitchen and dinner table. On the main floor you will find the main bathroom. We are located 15-20 mins from your major shopping in Boardman, and yes DoorDash delivers! Pitts. Int. Airport is approx. 50mins and Mercy Health is approx. 15 mins away. Pets are welcome with a small fee!
Popular amenities for New Middletown holiday rentals
Other great holiday rentals in New Middletown

The Silo @ Red Mud Hollow Farm

The Power Haven

Spacious Ohio Retreat w/ King Bedroom

Carlson’s Northside

Keystone Retreat | Relax, Gather & Unwind

Off-grid cabin in the woods in Columbiana.

Relaxing Farmhouse retreat

Buckeye Flats Bungalow - Youngstown
Destinations to explore
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- PNC Park
- Acrisure Stadium
- Carnegie Mellon University
- University Of Pittsburgh
- Pro Football Hall of Fame
- David Lawrence Convention Center
- Gervasi Vineyard
- Pittsburgh Zoo & PPG Aquarium
- Raccoon Creek State Park
- Moraine State Park
- Mosquito Lake State Park
- Punderson State Park
- Point State Park
- Petersen Events Center
- Phipps Conservatory and Botanical Gardens
- Schenley Park
- Carnegie Science Center
- National Aviary
- PPG Paints Arena
- McConnells Mill State Park
- Children's Museum of Pittsburgh
- Senator John Heinz History Center
- Randyland
- Cathedral of Learning





