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

Charming Quiet Cottage close to hiking & JXN Falls
Truly magical stay at Chelsey’s place. Perfect spot for unwinding after a day adventuring the White Mountains. Would stay again!

Make this family-friendly cottage your summer spot
Jessica was very communicative and her place was in a great location to access the area’s attractions. A comfortable home away from home. We enjoyed the pool and wish we had stayed longer. Thank you!

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.

Beach Dreaming
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.

Paradise Found Minutes from Ogunquit | Heated Pool
Wow! What a beautiful place to stay. We visited all the surrounding cities we came to Maine for. The beds were so comfy! The towels smelled so fresh. The washer and dryer were so nice to have- so thoughtful that detergent was provided! We appreciated all the cute details the cottage had to offer. My girls loved the ride on the golf cart! 10/10 stay. Thank you so much for sharing your lovely place with us!

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.

2 BR house, close to Ogunquit, w/ AC + golf cart!
Everything inside was so thoughtfully designed. Anything we needed was carefully labeled and placed where you might think it would be. The cottage was cozy, and very close to the main road leading to either Ogunquit or Wells. The welcome guide was detailed and informative. Plus we really appreciated our welcome message letting us know that it’s possible to see the northern lights during the night time.
Pet-friendly cottage rentals

Waterfront Rustic Cabin
This was our 2nd stay at the Red Cabin. We and our dog enjoyed our stay and love the peace, quiet, sunsets, and loons of Chalk Pond and the Selt trails nearby. We tried some new restaurants and recommend Ellacoya and The Breeze for dinner and Ames Farm Inn for breakfast. We highly recommend staying here. Both hosts are great!

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!

Cottage 12 - Year Round - Pet Friendly -1 King Bed
There were some high quality items which I would not expect in this kind of cottage - like the electric fire, A/c, coffee maker, shower, sinks. All of these items were top quality - no skimping here! All together a great experience. Also the weather was great ha ha. If I had to say anything was not perfect - the dog in the adjoining cottage was very noisy and also caused a few major "crashes" from next door - I think it was the dog, the wall appears thin. But I think that may not be controllable. We will be back.

Tall Pines Hideaway
Beatiful cabin on the water, thoughtfully decorated. I loved the layout, plenty of seating areas and lovely decor. There is only one small bathroom which may be an issue with more than 2 or 3 guests, but worked out perfectly for us. We saw deer twice when driving down the trail to the house which was exciting! Loved using the firepit outside. The only bummer was that the dock wasn’t in the water yet. I still managed to use the kayak but would not advise attempting without the dock lol. Wonderful host, David was very responsive and had a nice bottle of wine waiting for us on our arrival. Would 100% come back

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!

Cozy Cottage by the Sea
Another great stay at this place! It’s been consistently a great spot for us. Perfect for a walk to beach or into town. We love it and will definitely be back.

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,

Sweet cottage in quiet convenient coastal setting.
Lovely private location near beach, restaurants, and hiking. Donna provided great recommendations and timely responses. Would stay here again if in the area.
Private cottage rentals

Gorgeous Romantic Lakefront Getaway
We had the best weekend at this place! It’s a beautiful home (in our opinion the cutest on the entire lake) in an even more beautiful area. It was a bit overcast and rained one day but the lake was surprisingly warm and we still went swimming even on the cooler day. We also used the kayaks and SUP the host provided to spend more time on the water. There were lots of board games provided that we played often. The kitchen was well-stocked with spices, pans, and even small appliances, and the toiletries provided were nice. The best part of this place, however, is the French doors that open onto the balcony. We kept them open, with the screen closed to keep bugs out, almost the entire time we were in the house. Despite being a guest house on the same property as Janath and Beth’s home, the carriage house felt very private. This has been one of our most favorite places we’ve stayed. A beautiful home that is quiet and with lake views you can’t beat. I’d recommend to anyone! You’ll love it.

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.

King’s Cottage PERFECTLY LOCATED!
We loved staying at King’s cottage! It was a beautiful home and so easily accessible. We would absolutely stay here again on our next trip to the lake!

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!

Lakehurst Lakefront Cottages #3
We rented one of the cabins at Lakehurst Cottages for a week in August. We were nervous because we were bringing up our boat and had a bad experience at another lake last year. Jim and Janet were so reassuring as to where we could keep the trailer and the location of a convenient boat launch. It all worked out great! Our cottage was a delightful 1 bedroom with sliders all around. There was everything we needed to cook meals. They have a fire pit with wood if you want to make a fire, or chairs to sit in by the water. Downtown Alton Bay was 4 miles away and we enjoyed walking around during an annual festival and craft fair. The town docks are plentiful and convenient if you have a boat. There is so much to do at Lake Winnipesauke and this cabin was in such a great location with great hosts - and guests!

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.

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.

Quintessential Maine Lakefront Cottage.
We were looking for a quiet place near the water to relax and unwind. Marina's place was perfect! We enjoyed kayaking, and great views of the lake whether reading on the deck or playing boardgames in the dining room on a rainy day. We'd definitely stay here again.
Quick stats about cottage rentals in Wolfeboro
Total rentals
20 properties
Nightly prices starting at
$205 SGD 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