
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

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!

Cottage with antique charm view & river HSI Wi-Fi
We loved our stay! It ended up being a rainy weekend so we really enjoyed all the little extras the cabin had to offer - especially the crafting cabinet! The house has all these little helpful notes about how best to enjoy the house and your stay. The backyard is beautiful, the kitchen had great little additions (we always forget olive oil!). The beds were comfortable, our kids loved the bunk bed room. The location is great, close to local shops and small treasures but also near big chains should you need a specific item. The house really makes the most of the space. We will definitely be back!

Fun 2 bed 2 bath on a private Pequawket Lake.
The hosts are amazing! Very helpful and responsive. Unfortunately we were not there on vacation displaced from our home for 2 months. It was welcoming and once settled in felt like home, it was a little strange to leave lol - If I needed anything the host were available and willing to help. I wish this displacement was during summer months! Thank you Brad and Colleen

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!

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
Alex was very communicative from the start and gave easy to follow instructions. The place itself was exactly as advertised. The inside decor was great, everything was tidy and all the beds were very comfortable. The insides offered enough space for a few people to comfortable hang out without losing the appeal of a cozy get-away. Fire pit outside was great and the the little creek behind the house was really pretty and made for a good atmosphere. Absolutely wonderful stay and would definitely recommend.

Maine-Rest on Rockhaven Lake | Bring your Pup
If you’re looking for a tranquil and relaxed getaway on the water, look no further. We extended our trip because it was so beyond perfect. There were kayaks available to enjoy a soothing ride on the lake and enjoy the views. Our four legged friend enjoyed jumping onto the small beach area and running around the yard getting his exercise.

Private Beach, Lake Front, Family Friendly Cottage
Loved the place. Would definitely try to visit again!
Private cottage rentals

The Lil'house - A Mountain Top Modern Cottage
Dan and Jane have a beautiful home. They were extremely kind and I can’t thank them enough for allowing me and the kids to meet their horses. It is a wonderful property on a serene landscape. The pictures don’t do it justice. We will certainly be back.

Lakehurst Lakefront Cottages #5
My husband, 15 year old son and I stayed at Jim & Janet’s cottage #5 last week. I could not recommend it more! We had the best time. The check In/check out process was smooth. Jim & Janet are wonderful, friendly hosts who are super communicative. The location of the cottage was amazing being directly on the lake. The grounds are absolutely beautiful. The access to the paddle boards and kayaks was great and made for a lot of fun days. The cottage’s close proximity to Alton Bay is also a plus because it’s such a cute and easy to navigate area with a few restaurants and great scenery. The hosts’ local recommendations were spot on. We couldn’t have asked for more with our stay. The cottage was the cleanest rental we’ve been in so far. We got so much in that we wanted to and also relaxed with the beautiful scenery. It is such a hidden gem! Thank you Janet and Jim! We hope to return again!

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
Great cottage with direct access to the lake! The hosts - Mary and Richard - were super helpful and reactive. We appreciated their flexibility with our last minutes change request and with checkin/checkout time. The cottage was super clean and well equipped.

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.

The Cottage at Lake Arrowhead
We came here to visit the southern part of Maine. Clearly this location is one of the best airbnb we’ve been at. House is lovely and is even better in reality than on the pictures. Everything was super clean and tidy with all you would ever need for your stay. We came here with our 3 kids and they had a lovely time thanks to all the toys, books and board games at disposal. Place is quiet and very nice during fall season so great for a peaceful time away from the city. Didn’t get the chance the practice the canoe by lack of time but it was very tempting. We will be definitely be back!

Studio Cottage at a Lakefront Association
Probably one of the best places I've stayed at. Patrick makes you feel right at home from the moment you book the place. The cottage is right next to the lake and just a step away from Wiers beach, a great place to lay down and relax. Patrick even accomodated for local experiences, knowing I had travelled alone. Patrick and Gladys took me hiking and I even went out for drinks with Patrick. Honestly, if I could give the place 6 stars I would. Could not recommend it enough.
Quick stats about cottage rentals in Wolfeboro
Total rentals
20 properties
Nightly prices starting at
R2,868 ZAR 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
- Attitash Mountain Resort
- Weirs Beach
- Owl's Nest Resort
- Long Beach
- Surfside Beach
- Long Sands Beach
- Rye North Beach
- Franconia Notch State Park
- Pats Peak Ski Area
- Bear Brook State Park
- Wentworth by the Sea Country Club
- Mount Washington Cog Railway
- East End Beach
- Cranmore Mountain Resort
- Cannon Mountain Ski Resort