Cottage holiday rentals in Wolfeboro

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Popular amenities for Wolfeboro cottage rentals

Cottage rentals with a hot tub

Guest favourite
Cottage in Jackson
5 out of 5 average rating, 31 reviews

Charming Quiet Cottage close to hiking & JXN Falls

JohnRating, 5 stars1 month ago
Truly magical stay at Chelsey’s place. Perfect spot for unwinding after a day adventuring the White Mountains. Would stay again!
Cottage in Lincoln
4.59 out of 5 average rating, 22 reviews

2BR mountain cottage with resort pass, W/D

DanielRating, 5 stars2 months ago
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.
Guest favourite
Cottage in Moultonborough
4.75 out of 5 average rating, 51 reviews

Lake Winnipesaukee Getaway w/ Private Beach Access

NicoleRating, 5 stars1 month ago
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!
Guest favourite
Cottage in Northfield
4.9 out of 5 average rating, 42 reviews

The New Hampshire House Cozy waterfront

NoakRating, 5 stars8 months ago
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!
Superhost
Cottage in Limerick
4.78 out of 5 average rating, 68 reviews

Maine Lakehouse, 3 Bedrooms, 2 baths, waterfront

ShannonRating, 5 stars6 days ago
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!
Superhost
Cottage in Gilmanton
4.91 out of 5 average rating, 53 reviews

Cozy Cottage on a Lake, near Gunstock Mountain

MarlaRating, 5 stars1 week ago
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.
Superhost
Cottage in Gilmanton
4.85 out of 5 average rating, 100 reviews

Hot Tub - Walk to the Beach - Mins to Mtns - Lakes

YannRating, 5 stars2 weeks ago
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!
Cottage in Conway
4.73 out of 5 average rating, 81 reviews

Retreat near Conway : HotTub, Harry Potter Room

JaimeRating, 5 stars4 months ago
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!

Pet-friendly cottage rentals

Superhost
Cottage in New Durham
4.94 out of 5 average rating, 34 reviews

Waterfront Rustic Cabin

Cathie And ChrisRating, 5 stars10 months ago
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!
Superhost
Cottage in Woodstock
4.86 out of 5 average rating, 155 reviews

A: Cozy 2-BR Cottage Duplex - Unit A

ShelbyRating, 5 stars2 months ago
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!
Superhost
Cottage in Lyman
4.82 out of 5 average rating, 102 reviews

RK North : All season Waterfront cottage with dock

EricRating, 5 stars1 week ago
A Perfect Waterfront Escape – 5 Stars My wife and I had an unforgettable stay at RK North Waterfront Cottage. From the moment we arrived, we were welcomed by breathtaking views, fresh coastal air, and a sense of peaceful seclusion that made this trip truly special. The cottage itself was spotless, beautifully maintained, and tastefully decorated with cozy touches that made it feel like a true home away from home. We especially loved the spacious deck overlooking the water — perfect for morning coffee or evening wine while watching the sunset. The hosts were thoughtful and responsive, ensuring we had everything we needed without ever being intrusive. Whether it was relaxing by the fire pit, walking along the shore, or just enjoying the tranquility of the surroundings, every moment felt effortless and restorative. If you’re looking for a quiet getaway with charm, comfort, and stunning waterfront views, this is the place. We’re already planning our next visit. — Eric & Juliet DiNoto
Guest favourite
Cottage in Suissevale
4.92 out of 5 average rating, 12 reviews

The Nook at Ambrose Cove

ToriRating, 5 stars2 days ago
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,
Guest favourite
Cottage in Gilford
4.91 out of 5 average rating, 79 reviews

Cozy, Pet-Friendly Escape Near Lake & Mountains

BenjaminRating, 5 stars1 month ago
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.
Superhost
Cottage in Newfield
4.87 out of 5 average rating, 39 reviews

Maine-Rest on Rockhaven Lake | Bring your Pup

TaylaRating, 5 stars1 week ago
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.
Top Guest favourite
Cottage in Gilmanton
4.96 out of 5 average rating, 112 reviews

Private Beach, Lake Front, Family Friendly Cottage

RichardRating, 5 stars8 months ago
Loved the place. Would definitely try to visit again!
Guest favourite
Cottage in Wolfeboro
4.94 out of 5 average rating, 34 reviews

Grandma’s cottage on the river in Wolfeboro, NH

JayneRating, 5 stars2 weeks ago
We had a fantastic stay! Even on a rainy weekend, this cottage was cozy and perfect for a quick trip into town for shopping and close to walkable hikes and trails to the lake. Wendy was very helpful and friendly, we can’t wait to come back soon!

Private cottage rentals

Top Guest favourite
Cottage in Wakefield
4.99 out of 5 average rating, 88 reviews

Gorgeous Romantic Lakefront Getaway

JessieRating, 5 stars1 week ago
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.
Top Guest favourite
Cottage in Bridgton
4.96 out of 5 average rating, 25 reviews

Lake Front Cabin on Desirable Highland Lake

DougRating, 5 stars1 week ago
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!
Top Guest favourite
Cottage in Cornish
5 out of 5 average rating, 69 reviews

The Lil'house - A Mountain Top Modern Cottage

MatthewRating, 5 stars7 months ago
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.
Guest favourite
Cottage in Madison
4.97 out of 5 average rating, 71 reviews

Welcome to Lakota! A Cozy 2 BR Cottage.

SaraRating, 5 stars3 months ago
Jana was a great host! Very responsive and helpful. The cottage was exactly as the pictures showed and pristine. It was a fantastic location to enjoy all that the White Mountains have to offer. Close to ski mountains, restaurants, Conway and North Conway and the enterance to the Kangamangus yet in a serene setting set back from the road. We will definitely be returning to enjoy this cottage in the warm weather as well!
Top Guest favourite
Cottage in Alton
4.95 out of 5 average rating, 41 reviews

Lakehurst Lakefront Cottages #5

JillRating, 5 stars9 months ago
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!
Top Guest favourite
Cottage in Laconia
5 out of 5 average rating, 61 reviews

Charming Lake & Mountain escape. Fantastic views

MaryRating, 5 stars2 weeks ago
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!
Top Guest favourite
Cottage in Suissevale
5 out of 5 average rating, 21 reviews

Year-round Cottage located on Lake Winnipesaukee

CarolineRating, 5 stars2 weeks ago
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.
Guest favourite
Cottage in Laconia
4.91 out of 5 average rating, 76 reviews

Studio Cottage at a Lakefront Association

GabrielRating, 5 stars2 weeks ago
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

    $247 AUD 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

  • Wi-Fi availability

    20 properties include access to Wi-Fi

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