
Holiday rentals with outdoor seating in Ossipee
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Ossipee
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Rustic Rose Cottage of Historic West Lebanon
Rustic guest suite on serene four acres. Abutting colonial cape style house and West Lebanon Historic District date back to early 18th Century. Private parking & entrance, queen memory foam mattress, steam sauna, kitchen and laundry supplies, and desk and high speed wifi for telework. Minutes from Skydive New England, Prospect Hill Winery or McDougal Orchard. 30min to Portsmouth NH, Maine beaches, and Lake Winnipesaukee. Just over an hour to the White Mountains, Portland ME or the Boston area.

Vineyard Terrace - Modern & Beautiful
Step into a secluded vineyard retreat where elegance and breathtaking scenery meet. This suite offers a king bed, modern comforts, and a spacious patio pergola with sweeping vineyard and mountain views. Enjoy a well-equipped kitchen, dining and living area, or unwind in the new shared hot tub — perfect for romantic getaways or extended stays. Though other guests share the property, this space is yours to enjoy. 5 min to Lake Winni, 20 min to Wolfeboro, 25 min to Gunstock & Bank of NH Pavilion.

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Nordic Resort Suite Pool Hot tub Kitchen
Private Clean Luxurious but affordable Modern / Updated Relaxing Mountain views from 2nd floor Open concept, this extremely clean, updated rear unit with New furniture. New Gas Fireplace Private balcony, Queen bedroom with additional full sized sleeper in livingroom can accommodate children ( not recommended for adults) The Nordic Inn all inclusive resort facility includes full recreation center Indoor pool ( outdoor in season ) Hot tub, Cardio and weight rooms, Game room Sauna

Otter Ski/Walk to Village/Cozy 2 Bed/Hot Tub
Best location, directly in the village! Formerly the Otter Ski Club, restored with cozy, bedding & linens. Step to restaurants, North Conway CC, the Village green, scenic train station, coffee shops, shops, skating, & nightlife. I do prefer to book the entire house and only use the 2 bedroom lockoff to fill openings. Kayak the Saco, adventure parks, skiing, story land, hiking, etc. READ ABOUT THE SPACE- there could be other guests on the other side of the home. PETS NEED PRIOR APPROVAL

1BR cozy, luxurious getaway @ Krista's Guesthouse
Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

Studio, pet friendly, river views, Jackson NH
Sunny studio with king bed, private entrance, garage parking. Small but complete kitchen (under counter refrigerator). Great views of the Wildcat river. WiFi, cable. 1 mile to Jackson cross country trails and close to the village of Jackson. Non smoking. The space is 500 square feet. There is a two night minimum stay. Pet friendly. Starting in 2025, we will allow 1 dog without charge. You will be charged $40/stay for a second dog. Please supply information on breed and size.

Secluded, cozy cabin nestled in the Maine woods
Kick back and relax in this calm, stylish space with a semi-remote cabin experience while keeping the gentle daily living comforts. Right at the edge of the White Mountain National Forest in one direction and in the other direction, a short five minute drive to Kezar Lake this secluded cabin has it all for the nature lover in you! Close to local favorite trailheads for hiking and mountain biking as well having nearby ski mountains and snowmobile trails.

The Village House
Welcome to our recently renovated home , built in the late 1890's in the heart of beautiful Tamworth Village, right on quiet Main st. A quick 5 minute walk to "downtown", Remick Farm and museum, Barnstormers summer theatre and The Other Bakery. Tamworth is home to many local hiking trails from easy walks to over 4000 foot summits. Great place in the winter with miles of free , groomed cross-country skiing and snowshoeing trails as well.

Downtown! Studio w 3/4 Bathroom. Private Entrance!
This is one room with a queen bed and a 3/4 bathroom. Breakfast nook, mini-fridge, microwave, coffee maker. This room comes with it's own seperate entrance, private bathroom, and private patio (Patio is not open in the winter). Also we have off street parking for one or two cars. I am new to hosting, so for now please a two person max. Walking distance to downtown. Less than 100 yards and you are in the middle of downtown Meredith.

CloverCroft - "Far from the madding crowd."
CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

The NEST Haven awaits you.
You found your ultimate relaxation spot, sandy beaches on Rock Haven Lake (only 800' from your front door) infrared Sauna (accessible through the secret door) , 3 person hot tub, outdoor (seasonal) shower, luscious king seize bed, 6' TIPI daybed, firepit, outdoor tipi swing, a balcony and deck to enjoy the peaceful neighborhood. Round shower and deep claw foot soaker tub. Enjoy, relax and let your soul ponder.
Popular amenities for outdoor seating rentals in Ossipee
House rentals with outdoor seating

Beautiful, Peaceful, Maine Getaway House

Spacious rural home with hot tub on the deck

Wren Cabin + Wood fired Sauna

Luxurious Oceanfront Property

*Central location* - White Mtn Base Camp

Pet-friendly cabin with hot tub and beach access!

White Mt Retreat: New Kitchen, W/D

Newly Renovated | Farm Stay | Near Portsmouth!
Apartment rentals with outdoor seating

Cozy Post and Beam, New Hampton, one mile off 93

Humble abode in the heart of the White Mountains

Sunny Side Up

Attitash Retreat

Lovely Apartment in Thornton

The Concordian - Walk to White Park, Downtown, UNH

Steps to downtown Meredith & Lake Winnipesaukee

Rustic Barn King Apt. at Deepwell Farm (2nd Floor)
Apartment rentals with outdoor seating

Attitash Studio | 5min to Storyland| Pools

Cozy condo with North Conway at your finger tips!

Cozy mountain getaway

Loon Mountain Area Rental - 2Br/2Ba

Gorgeous Waterfront Condo with Lake Access & Views

Mountain getaway!Remodeled 1 bedroom,Pool, hot tub

Cozy Family Retreat with Saco River Access

2 bedroom condo, mountain views, pools and jacuzzi
When is the best time to visit Ossipee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 203 | € 195 | € 209 | € 195 | € 190 | € 214 | € 228 | € 229 | € 203 | € 185 | € 190 | € 197 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals with outdoor seating in Ossipee

Total holiday rentals
Explore 90 holiday rentals in Ossipee

Nightly prices starting at
Ossipee holiday rentals start at € 34 per night before taxes and fees

Verified guest reviews
Over 3,910 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Ossipee holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Ossipee rentals

4.9 Average rating
Ossipee stays are highly rated by guests – averaging 4.9 out of 5!
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- Waterfront rentals Ossipee
- Rentals with a patio Ossipee
- Rentals with lake access Ossipee
- Pet-friendly rentals Ossipee
- Rentals with outdoor seating Carroll County
- Rentals with outdoor seating New Hampshire
- Rentals with outdoor seating United States
- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Scarborough Beach
- Pats Peak Ski Area
- Long Sands Beach
- Loon Mountain Resort
- York Harbor Beach
- Weirs Beach
- Mount Washington Cog Railway
- King Pine Ski Area
- Cranmore Mountain Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- East End Beach
- Omni Mount Washington Resort
- Willard Beach
- Short Sands Beach
- Diana's Baths
- Gooch's Beach
- Cannon Mountain Ski Resort




