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

Enjoy Saddle Hill Farm. Beautiful Rustic Charm
Spring has sprung! Come stay at our cozy 1802 farmhouse on 100+ acres. Walk, relax. We are a working farm! Wood stove and traditional fireplace. Hiking, dirt roads, hay fields, and a fire pit. Cows & chickens (free eggs!) Dogs welcome! Full Kitchen - just bring food/drink. 2 queen bdrms on 1st fl with one full bath. 2nd fl has full bath, W/D, King bdrm & 3 twin/full bdrms. No central AC/heat. Fans for warm nights. Portable heaters in bdrms. WIFI. No TV. 15 min to Meredith Village/Lake Wini.

Unique Artist Studio Property with Mountain View!
Fresh air & a songbirds’ serenade melt your stress away in this tranquil setting. Extensive flower gardens line the stone walls traversing this unique property located on a charming mountain road. Stargazers will marvel at gorgeous night skies while mountain views greet you daily. Outdoor enthusiasts have easy access to hiking & biking trails & a lake for kayaking. Staying in? Enjoy game night or curl up with a good book as sunlight streams in the Studio. Welcome to our little slice of heaven.

Gorgeous Romantic Lakefront Getaway
Beautiful, 170 feet of waterfront Carriage House with a lovely sandy beach for a relaxing vacation in the Lakes Region of New Hampshire. Very close to the White Mountain National Forest, Kancamagus Highway, and several Ski Resorts. Within 45 minutes to the beaches of Maine and the Seacoast of New Hampshire. Our Carriage House is 1.5 hours from Boston and 2 hours from Worcester, MA. The Carriage House was built in 2021 with top-line finishes, fixtures, and furnishings for a romantic getaway.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Log Home Meredith NH Pet Friendly Custom Fire-Pit
Log home getaway in Meredith NH, near Lake Winnipesaukee! 4-night minimum in July & August 3-night minimum on holiday weekends 2-night minimum in the off-season Enjoy a peaceful stay in our cozy custom log home —just down the road from Lake Winnipesaukee! Our home offers a wraparound deck, outdoor fire pit, and is pet-friendly for up to two dogs. Only 3 miles to downtown Meredith, close to beaches, hiking, restaurants, spas, and breweries. Perfect for a relaxing escape with family and friends.

The Vineyard Penthouse - Beautiful Inside & Out
Wake up to rows of sun-kissed grapevines and unwind in a serene, vineyard-view retreat. This open-concept suite featured a plush king bed, abundant natural light and inviting modern décor. Sip wine at sunset, cook in the well-equipped kitchen, or unwind and relax, in our new “shared” hot tub. Although there are other guest on the property you will have this space to call your own and enjoy. ~ 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 20 min to Gunstock and 25 min to Bank of Pavilion

The Conscious Cabin | Getaways + Retreats
Your cozy, mountain retreat awaits. Settle by the fire in this thoughtfully renovated log cabin, located in the heart of the White Mountains & less than 10 minutes from downtown North Conway's local shops, restaurants & adventures. Just 5 minutes from hiking Mt. Chocorua, paddling Lake Chocorua & exploring the scenic Kancamagus Highway. Featuring a bedroom, loft, full bathroom, kitchen, tea/coffee bar, fireplace, outdoor shower, firepit & more. Bask in the restorative magic of cabin living.

Pretty & Peaceful….close to Lake Winni!
Welcome to your Alton Bay retreat! Come relax & make lasting memories. Very clean, well stocked full kitchen & bath. Across the street is 200 acres of picturesque hiking trails & fishing. Turn left at the end of driveway and enjoy a scenic walk along Winni. Quiet location but close enough to Lake Winnipesaukee, Mt Major, Wolfeboro, Bank of Pavillion, boat launches, & docks, beaches, restaurants, shopping, sking, snowmobiling, boat rides, scuba diving, biking, kayaking, leaf peeping!

Lake Winnie Cozy Cottage Getaway
Welcome to Lake a Dream… your spot for a fun filled family vaca on Lake Winnie in the summer or a cozy couples getaway in the winter! With just a quick 3 minute walk from the property you can enjoy some sunshine & sand on the beach! Or a 5 minute drive into downtown Wolfeboro to experience it’s charm; waterfront dining, ice cream, shops, cafés & more! For winter stays, cozy up by the fireplace with a cup of hot cocoa & some fun family games! The cottage is not far from Gunstock & Kingpine!

Waterfront w Kayaks, Pool table, Pergola, Firepit
Waterfront location nestled in the heart of Laconia. Located on a river connected to Lake Opechee.. Less than 5 minute walk the lake, beaches and downtown. A beautiful 7 mile walking trail “wow trail” right near the property. 2 water facing decks, 1 front porch, 2 grills, fire pit under the pergola, Sundeck on the river, and 2 kayaks are provided with the home. Close to lake Winni, Weirs beach, Bank of NH Pavilion, Gunstock ski and many more local attractions all 10 minutes away

Downtown Wolfeboro condo on Winnipesaukee w/Dock!
It's one thing to be right downtown in beautiful Wolfeboro, but add being right on the water w/your own porch, as you look over Wolfeboro Bay. Always something beautiful in front of you. This was my personal unit for a couple of years. It's fully equipped with a brand new bathroom lrg. tile shower, full kitchen, 55" UHD TV, Hi-Speed Internet, new Split System AC is comfy & quiet & a lrg. sectional couch that'll sleep-2 very comfortably. Lake living at its finest.

20 Mile Bay - Tuftonboro - Lake View
Directly across from 20 Mile Bay on Lake Winnipesaukee in Tuftonboro. This 4 bedroom / 2.5 bathroom home comfortably sleeps up to 12 guests. The front deck overlooks the lake with unobstructed views. We provide kayaks, inflatable boats, & beach chairs for guests. The property is surrounded by conservation land. The Chandler Wild Park Trail has an entrance right in front of the property. It is perfect for hiking, snow shoeing, cross country skiing, and walking.
Popular amenities for Wolfeboro outdoor seating rentals
House rentals with outdoor seating

Boutique Lakefront Cabin/ King Beds/ Pet Friendly

Mountain view 3 bedroom.

Win-win! Relax at our place & play at the lake!

New Modern A-Frame | Hot Tub | Sauna & Cold Plunge

Downtown! Entire home w/ Tiki Bar & Grill!

Pet-friendly cabin with hot tub and beach access!

Luxurious Eagle Ridge Log Home at Newfound Lake

Lakeside Getaway - Lake Access/PrivateDock/Firepit
Apartment rentals with outdoor seating

Waterfront on Opechee

Farmhouse Apartment with Scottish Highland Cows

Attitash Retreat

Lovely Apartment in Thornton

Clean & Cozy | White Mountains Getaway

The Misty Mountain Hideout

The Concordian - Walk to White Park, Downtown, UNH

Stone Mountain Guest House 2nd Floor Apt.
Condo rentals with outdoor seating

Remodeled Studio, Reclaimed Wood, Balcony, Pool

Stunning Mountain Views! Cozy Studio Resort Condo

Cozy condo with North Conway at your finger tips!

Spectacular Mountain Views, at Eagle Ridge !

Million $ View of Lake Winni Flexible check in/out

Loon South Peak Riverfront 1Bd | Hot Tub & Pool

3 bd / 2 bth, SLOPE SIDE at Cranmore! Unit#1104

Cozy, clean, 2nd floor condo in Conway, NH!
When is the best time to visit Wolfeboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $348 CAD | $360 CAD | $346 CAD | $321 CAD | $350 CAD | $406 CAD | $422 CAD | $432 CAD | $353 CAD | $367 CAD | $341 CAD | $362 CAD |
| Avg. temp | -5 °C | -4 °C | 1 °C | 7 °C | 14 °C | 19 °C | 22 °C | 21 °C | 16 °C | 10 °C | 4 °C | -2 °C |
Quick stats about vacation rentals with outdoor seating in Wolfeboro

Total vacation rentals
Explore 110 vacation rentals in Wolfeboro

Nightly prices starting at
Wolfeboro vacation rentals start at $84 CAD per night before taxes and fees

Verified guest reviews
Over 4,420 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
100 of Wolfeboro vacation rentals include wifi access

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

4.9 Average rating
Wolfeboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with outdoor seating Carroll County
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- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Squam Lake
- Weirs Beach
- Long Sands Beach
- York Harbor Beach
- Pats Peak Ski Area
- Loon Mountain Resort
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- North Hampton Beach
- Short Sands Beach
- East End Beach
- Cape Neddick Beach
- Tenney Mountain Resort
- Franconia Notch State Park
- Gooch's Beach
- Omni Mount Washington Resort
- King Pine Ski Area
- Snhu Arena





