
Cottage vacation rentals in Wolfeboro
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Top-rated cottage rentals in Wolfeboro
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Popular amenities for Wolfeboro cottage rentals
Cottage rentals with a hot tub

2BR mountain cottage with resort pass, W/D
Everything was great. We're so glad we stayed here. Everything was so easy here and it was so close to everywhere we needed to go.

Lake Winnipesaukee Getaway w/ Private Beach Access
We LOVED our girls weekend away. The 3 bedrooms and sleeper sofa offered ample space for everyone to spread out. The space had everything we could ask for! Unfortunately it was a wet weekend and we did not have a chance to make a fire / roast smores, however, we enjoyed so much more. We made our morning coffee and took the short walk to the waterfront to take in the surroundings while the sky was clear. Once back at the house, we were able to enjoy the outdoor space to the fullest - hot tub and there is a spacious pergola covering the patio set so we could sit outside to eat, play cards and stayed dry! And morning two, coffee on the front porch while rocking on the coziest of chairs. A great stay!

The New Hampshire House Cozy waterfront
Cozy cottage, comfortable beds, easy access to surrounding area. We loved having our coffee on the back patio. Very responsive to all communications. Very easy to work with. Exactly what we needed. We’ll be back. Thanks so much!

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront
A great spot tucked away!! House was cute and as shown in the pictures, is right on the water and has some great views! It rained the majority of the time we were there so didn’t get to take advantage of all the outdoor amenities, but would have if better weather! Host was very friendly, communicative and responsive!

Cozy Cottage on a Lake, near Gunstock Mountain
We enjoyed our stay. Nice and clean. Smelled fresh. The cottage was as described and even had more homey accents than expected - coffee maker, coffee pods, coffee milk, condiments in the fridge, toaster, snacks, nice dishes and cookware, great TV, comfy sofa and even an electronic fireplace in the main bedroom. Many thoughtful details throughout. Soap, shampoo and conditioner in the shower. Extra towels. A hot tub ready to enjoy and kayaks at the house to use at the nearby lake. I really wish it wasn’t a downpour weekend so we could’ve used the hot tub and kayaks. Quiet neighborhood. Parking for 1-2 cars. Great notebook chock full of helpful information of the area. Nice touch! We would stay here again and can see this being a great location for summer with the lake and water availability. The owners were kind and very responsive to any and all feedback.

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes
I had a nice stay at Alexa's. It's beautiful, quiet and ideal to get some rest while being surronded with nature. The best!

Retreat near Conway : HotTub, Harry Potter Room
Beautiful house in the heart of North Conway! Privacy but close to all fun attractions. Spacious but cozy vibes. The hot tub was a hit, especially after a day of skiing! Only thing I would say Is make sure you have a car that can get up hill in snow. Such a great time! Would love to come back!

The Loon Nest, Waterfront Lake House, Wood Hot Tub
The house was clean and well maintained. The view was gorgeous, too bad Mother Nature didn’t cooperate. It was cold and rainy. Used the fire pit nightly and it was nice. Linens were clean, towels were soft and fluffy and smelled freshly laundered. Kitchen was spotless and well stocked with pot/pans and dishes. Having a dishwasher was nice too. Two grocery stores (Hannaford and Market Basket) were close by and plenty of restaurants too. We came with the intention of doing nothing and just changing scenery for the weekend. This place was perfect.
Pet-friendly cottage rentals

Waterfront Rustic Cabin
We had such a wonderful stay at this beautiful, quiet, waterfront cottage that had everything we needed (and more!) for our week-long stay. Jacky's place was exactly as described and she was very responsive and helpful throughout. Hope to come again!

Cottage 10 - 1 Bedroom w/ Loft / 1 Bath
Charming and peaceful cottage. Exactly what we needed for a relaxing getaway. Everything was clean, cozy, and well-equipped. Great host and beautiful surroundings. Would definitely stay again!

Cottage with antique charm view & river HSI Wi-Fi
The cottage was an excellent place to stay, a clean comfy environment with a wonderful yard.

A: Cozy 2-BR Cottage Duplex - Unit A
Great location and cozy home with great ambiance, decor, and all of the necessities. The spiral staircase and upstairs rooms felt much smaller in person but no major issues! If you're bringing dog(s) that may have noise sensitivity like ours sometimes do - note that the walls to nextdoor Airbnb are quite thin. The dogs also had difficulty on the stairs - one learned to go up and down by training and the other one had to be carried up and down 😂 Hosts were great!

B: Summer, Lake Winni, Hike, Concerts!,
Stayed here for two nights to enjoy the area. Susan was very communicative, proactive, and was flexible with check in. Place matched the photos, great location, lots to do. Will come again to this Airbnb.

The Nook at Ambrose Cove
When we arrived at this small, lovely marina where the property is located, my first thought was: magical!!!!! Inside, a little oasis, modern and well appointed. A huge, comfy sofa, large TV, great bed and thoughtful amenities. We did not need the AC, but I tried it and it got cool, quickly. Outdoors: paddleboards, kayaks and a grill overlooking the lake and the homes along the lake. Stunning. It’s a less than a minute walk to the restrooms, which are also modern and pristine, and part of the experience. I genuinely loved our stay here! It’s a very special, private place in the best of ways. Highly recommend,

Cozy, Pet-Friendly Escape Near Lake & Mountains
Hidden creek cottage was a perfect little getaway spot for our family!

Maine-Rest on Rockhaven Lake | Bring your Pup
Amazing views!!!!!! Great communication. Welcoming to dogs and extremely peaceful. Happy we want
Private cottage rentals

Lake house with personal beach on Webster Lake
Rachel was so accommodating and helpful. I mistakenly booked the wrong dates and she quickly helped me change them, no questions asked. The cabin is in a great spot. Unfortunately it rained 24/7 while we were there so we didn’t really get to enjoy the lake like we wanted to. But we did enjoy the fireplace on the chilly mornings! Thanks Rachel!

Cozy charming cottage, walking distance to lake.
Great time. As described. Plenty of space to hang out. Enjoyed walking around, grilling, and using the fire pit. Very comfortable place for a little retreat.

Lake Front Cabin on Desirable Highland Lake
My wife and I stayed at John's place for a quick weekend trip but the house is large enough for several more with 5 additional beds plus some space in the living room for sleeping. Great location on the lake with amazing views and only about a mile and a half from downtown Bridgton with some shops and nice restaurants. The house was immaculate and had everything you need from kitchen accessories to towels to plenty of games and books. John was extremely responsive and I don't think I waited more than 30 minutes for the few back and forth messages we had. Definitely recommend!

Adorable cottage with direct lake access
The view was amazing!All the neighbors are very friendly and welcoming. Everything you need is close by.

Lakeview Beach Cottage
We stayed at Denise's place over a long Memorial Day weekend. Denise and Kyle were both super friendly, making sure everything was going well with us when we ran into them coming and going. The cottage was a great size for my wife and I, not that we spent a bunch of time there as we were exploring the area around the lake. Both the front porch as well as the couch had great, unobstructed views of the lake. We made use of the beach associated with cottages, having our morning coffee out there each day we were there and spending Memorial Day, which was the best weather day we were there lounging in the beach chairs. We made use of all the cottage was equipped with, from the coffee maker and coffee, to grilling up steaks on what looked like a brand-new BBQ. All in all, it was a great stay, and we would absolutely stay here again the next time we are in the area.

Charming Lake & Mountain escape. Fantastic views
The Lake cottage was perfect! It was better than described. It was smartly decorated and the kitchen was very well stocked. The cottage was spotless. Bill was very responsive- providing information about the cottage (check-in & check-out) and things to do in area from activities to restaurants. Highly recommend!

Year-round Cottage located on Lake Winnipesaukee
We will most certainly be back. Honestly cant say enough nice things. Go find out for yourself, you wont be disapointed.

Tamworth cozy cottage on a brook with trails.
This a beautiful home. This is our third stay and Karen's house, without doubt, is the best. Karen communicates well and was very quick to respond with minor problem that was fixed within a couple of hours. The kitchen is well equipped and the beds very comfy with lovely soft sheets. Anyone who stays there will be pleasantly surprised by the interesting decor and the beautiful surroundings. Thanks again, Karen.
Quick stats about cottage rentals in Wolfeboro
Total rentals
20 properties
Nightly prices starting at
$160 before taxes and fees
Total number of reviews
770 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Wifi availability
20 properties include access to wifi
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- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Squam Lake
- Scarborough Beach
- York Harbor Beach
- Story Land
- Loon Mountain Resort
- North Hampton Beach
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Attitash Mountain Resort
- Bear Brook State Park
- Franconia Notch State Park
- Diana's Baths
- Mount Washington Cog Railway
- Pats Peak Ski Area
- Wentworth by the Sea Country Club
- East End Beach
- Cliff House Beach
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