Photo by Heather Larson

Search Chalets in Wolfeboro

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 24 Chalets in Wolfeboro with updated reviews, rates, and availability.

White Mountains Waterfront Chalet w/ Private Beach

9.8 out of 10, Exceptional, (21)
"Beautiful location and even better property. Clean and comfortable "
The price is AED 915
AED 1,973 total
includes taxes & fees
5 May - 6 May
White Mountains Waterfront Chalet w/ Private Beach

Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!

9.8 out of 10, Exceptional, (15)
"Wonderful stay! Plenty of space for everyone. Host is communicative and quite responsive. Would love to stay here again"
Renovated Modern Chalet - Swim, Hike, Bike, Fish, Ski, Skate, Shop, Dine, Relax!

Charming 3 story retreat in the shadows of Lake Winnipesaukee

9.6 out of 10, Exceptional, (19)
"This is a fabulous home for a large gathering It was very clean and accommodated our large three generation group. We had a great time"
Charming 3 story retreat in the shadows of Lake Winnipesaukee

Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach

9.4 out of 10, Exceptional, (76)
"We had a lovely stay! The house was comfortable and cozy. A few upgrades would make this a five-star stay, otherwise it was perfect for our family. "
Dog-friendly A-frame with firepit, fireplace, AC, & kayaks - walk to the beach

Beach View at Chestnut Cove, Lake Winnipesaukee.

8.8 out of 10, Excellent, (13)
"Good place to stay would rent again."
Beach View at Chestnut Cove, Lake Winnipesaukee.

Serene Forest Chalet - A White Mountains Adventure

10.0 out of 10, Exceptional, (1)
"Very clean and well organized. Comfortable beds. Kids loved all the board games.Only complaint is that the heating system is very close to two of the bedrooms so was loud and inconsistent at night. This is definitely priced into the rent because the place was very reasonably priced."
Serene Forest Chalet - A White Mountains Adventure

Very spacious newly renovated family owned home. Great summer and winter fun.

10.0 out of 10, Exceptional, (2)
"So fun! Layout of the house was so perfect for bonding!"
Very spacious newly renovated family owned home. Great summer and winter fun.

Cozy 3-bedroom chalet in charming Gilford with Hot Tub!

Cozy 3-bedroom chalet in charming Gilford with Hot Tub!

Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region

10.0 out of 10, Exceptional, (43)
"Had a wonderful vacation in Gilford. Beautiful views and lots of things to do in the area. Would definitely stay at this home again !"
Brand New Lake-House Chalet/Lake Views/Best Location For All of NH-Lakes Region

Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 325/night

9.8 out of 10, Exceptional, (10)
"Home-y cottage feel, close to the beach. Great fire pit and hammock. Loved the outside deck and grill! Will stay again! Thank you! "
Cozy 4 BR chalet, short walk to park, tennis, and beach! Pets ok! 325/night

Winni Chalet w/ lake, beach, & boat launch access

9.4 out of 10, Exceptional, (13)
"Family vacation before dropping teenagers off at camp. Enjoyed hanging out at the lake!"
Winni Chalet w/ lake, beach, & boat launch access

Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC

4.0 out of 10, (1)
"Where to begin... The property is as far north in Moultonborough as you can get. It's approximately 12 minutes north of the center of town. The property was not clean, may not have been even broom swept! There was toothpaste on the backsplash of the downstairs sink, the stove had never been cleaned, cobwebs and spiders in various places, stained pillowcases, dishes were left in the dishwasher, the toilet bowls did not appear cleaned either. The A/C was terrible. Loud noisy floor units that could...
Dog-friendly chalet near the beach with deck, washer/dryer, grill, lawn & AC

Winter Escape! NConway/Eidelweiss.The heart of NH at your fingertips.

9.4 out of 10, Exceptional, (56)
"A perfect location for us for a long summer weekend. Hosts were very easy to communicate with. Listing description very accurate, entry/departure instructions concise and easy. Would definitely stay again! "
Winter Escape! NConway/Eidelweiss.The heart of NH at your fingertips.

Tranquil mountain view home near downtown North Conway Newly ReListed. Cable TV

10.0 out of 10, Exceptional, (13)
"The house is beautiful, and a lovely place to spend some time away with family."
Tranquil mountain view home near downtown North Conway Newly ReListed. Cable TV

Amazing Lake & Mountain views Gunstock Ski Chalet.

8.8 out of 10, Excellent, (6)
"Beautiful views of mtns and lake. Great "cabin in the woods" feel. Would love to come back in the fall! Thank you Jon"
Amazing Lake & Mountain views Gunstock Ski Chalet.

Cozy & Modern A-Frame in the woods w/HOT TUB

The price is AED 826
AED 1,929 total
includes taxes & fees
4 May - 5 May
Cozy & Modern A-Frame in the woods w/HOT TUB

White Mountains Chalet

10.0 out of 10, Exceptional, (18)
"Very clean, maintained and stocked,. in a great location. I would highly recommend staying here, we really enjoyed it and it was very close and convenient to three lakes!"
White Mountains Chalet

MODERN CHALET: 3-BDRM DOG friendly- Luxury & Affordability Combined

10.0 out of 10, Exceptional, (7)
"Amazing stay and the hosts were so friendly and welcoming. We were more TJ’s comfortable and hope to visit this magical chalet again."
MODERN CHALET: 3-BDRM DOG friendly- Luxury & Affordability Combined

Suissevale Chalet sleeps 8 just a short walk to the beach

5.0 out of 10, (2)
"Rating Details: The property manager was very unhelpful. The vacation rental was very dirty. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: First vacation in new hampshire in many years..always used vrbo but tried this company...location was great..house was not clean, septic overflowed a few times....mouse urine and droppings in the couch..should have been checked out...
Suissevale Chalet sleeps 8 just a short walk to the beach

Charming 4-bedroom chalet in Conway with WiFi and AC

Charming 4-bedroom chalet in Conway with WiFi and AC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Wolfeboro
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Wolfeboro

Amazing lakefront retreat with stunning views - near skiing & golf

7.8 out of 10, Good, (9)
"The most beautiful view ,large kitchen very well supplied, comfortable beds and pillows, very nice linens and luxurious towels..very serene and quiet. Close to Wolfeboro and all the nice restaurants and the Mt Washington cruise..a must!! We had an awesome time!!!"
Amazing lakefront retreat with stunning views - near skiing & golf

Grand Blanc Mountain Home

9.8 out of 10, Exceptional, (93)
"From the very first trip. To now our 4th visit. Our closest friends and family have rented this home and every time it never disappoints. If you are looking to be off the grid and have the amenities of a hotel, but also be close to a major town if needing something. Look no further. This is the home you should rent. The best!"
Grand Blanc Mountain Home

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.6 out of 10, Exceptional, (20)
"Very peaceful spot, we had everything we needed."
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.