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Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Photo gallery for Grandmas Cottage on the River and the Rail Trail in Wolfeboro

A wooden dock with a hammock and chairs by a lake surrounded by autumn foliage. - Grandmas Cottage on the River and the Rail Trail in Wolfeboro (Wolfeboro)
A log cabin with a snow-covered roof, a front porch, and a garage. - Grandmas Cottage on the River and the Rail Trail in Wolfeboro (Wolfeboro)
A cozy living room with a fireplace, a dining area with a table and chairs, and a kitchen with appliances. - Grandmas Cottage on the River and the Rail Trail in Wolfeboro (Wolfeboro)
A kitchen with wooden cabinets, a dining table with chairs, and a refrigerator. - Grandmas Cottage on the River and the Rail Trail in Wolfeboro (Wolfeboro)
A bedroom with a bed, a dresser, a chair, a window, and a lamp. - Grandmas Cottage on the River and the Rail Trail in Wolfeboro (Wolfeboro)
Consider a stay at Grandmas Cottage on the River and the Rail Trail in Wolfeboro and take advantage of a firepit, a garden and laundry facilities. Adventurous travellers may like the kayaking at this cottage. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
The current price is £385
includes taxes & fees
22 Nov - 23 Nov

Add dates for prices

About this property

Grandmas Cottage on the River and the Rail Trail in Wolfeboro

  • Just like Grandma’s, with all the comforts of home—full kitchen w/dishwasher, full bath w/washing machine & dryer, internet & television. 2 separate bedrooms & a common living area w/small outdoor balcony. Located on a small river that connects 2 large lakes. Private dock w/gas grill and outdoor dining table. Kayaks and life jackets available. Parking for 2 cars included. Cottage is adjacent to a walking path to city centre Wolfeboro—just over a mile—where there are town docks on Lake Winnipesaukee, lake cruises, shops, restaurants, The Wright WW2 Museum, mini golf, trails for hiking, biking, XC skiing or snowshoeing, ski & bike rentals and more. From the house heading away from city centre, the path leads to a public beach on Lake Wentworth, the NH Boat Museum and single track bike trails. Kingswood Golf Club, Pop Whalen Ice Arena and Abenaki Ski Area are nearby in Wolfeboro.
    Wolfeboro is known as “America’s Oldest Summer Resort”!

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About the area

Located in Wolfeboro, this cottage is on the waterfront. Clark House Museum and Castle in the Clouds are local landmarks, and some of the area's activities can be experienced at Wolfeboro Abenaki Ski Area and Sap House Meadery. New Hampshire Boat Museum and Hampshire Pewter Co. are also worth visiting. Enjoy the area's slopes with cross-country skiing, and don't miss out on the ice skating and snowmobiling. Visit our Wolfeboro travel guide
View more Cottages in Wolfeboro
Map
Wolfeboro, NH

What's nearby

  • A lakeside town with autumn-colored trees, a church, and a large white building with a green roof.
    Lake Winnipesaukee
    2 min drive - 1.6 miles
  • Wright Museum
    16 min walk - 0.9 miles
  • Allen Albee Beach
    19 min walk - 1.1 miles
  • New Hampshire Boat Museum
    19 min walk - 1.1 miles
  • Brewster Beach
    3 min drive - 1.8 miles

Getting around

  • Laconia, NH (LCI-Laconia Municipal)
    41 min drive

Restaurants

  • Dunkin'
    2 min drive
  • Wolfetrap
    5 min drive
  • Harvest Market
    20 min walk
  • Saka Japanese Restaurant
    2 min drive
  • Bayside Grill and Tavern
    4 min drive

Frequently asked questions

Is Grandmas Cottage on the River and the Rail Trail in Wolfeboro pet-friendly?

Yes, this property allows dogs (limit 3 total).

How much does it cost to stay at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

As of 14 Nov 2026, prices found for a 1-night stay for 2 adults at Grandmas Cottage on the River and the Rail Trail in Wolfeboro on 22 Nov 2026 start from £385, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

On-site parking is available at the property.

What time is check-in at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

Check-in begins at 4:00 PM.

What time is check-out at Grandmas Cottage on the River and the Rail Trail in Wolfeboro?

Checkout is at 11:00 AM.

Where is Grandmas Cottage on the River and the Rail Trail in Wolfeboro located?

Situated on the waterfront, this cottage is 0.8 mi (1.3 km) from Wright Museum and 1.4 mi (2.2 km) from Lake Winnipesaukee. New Hampshire Boat Museum and Allen Albee Beach are also within 1 mile (2 km).

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Reviews

Grandmas Cottage on the River and the Rail Trail in Wolfeboro Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 21 out of 21 reviews
Rating 8 - Good. 0 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our self very much. The deck was fantastic and great to fish off. Very quiet surroundings.
Stayed 7 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the best time here, would 100% go back. Very quiet and relaxing and the hosts were great.
Stayed 8 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Booked a summer getaway for my husband, my dog, and me. We had a great time - the house was comfortable and clean, and the location was excellent!
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

Stayed for new years eve and was perfect for the fam. Kids explored outside in the morning and fed the ducks on the river.
Stayed 1 night in Dec 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

july 4th trip

great property accommodations for the whole family, walk out to the water right from the backyard with convenient grill and outdoor dining set up, kayaks and paddle boards definitely got some miles put on them, excellent stay and very responsive host
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific location

This was just what we needed! Cute cottage in a perfect location. Nice dock. Easy paddle access to both Wentworth and Crescent lakes, and walking to town on the rail trail.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

February Winter Escape

Grandmas cottage was just as described and really felt like visiting with grandma. The location was superb with an easy access to the trail into town. The views of the water from the porch were astounding. Overall a great stay and will definitely try to be back during the warmer months.
Stayed 3 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful!

Everything was just the way it’s described. Great location. Clean and good communication with owner. Thank you so much for a lovely stay in a beautiful location.
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Michigander

Great location! Perfect for water-sports and proximity to town. Had just about everything we needed. Cottage could use a drainboard and sharper knives and a few more cooking utensils. Otherwise, it was as advertised.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great time on Smith River

We really loved our time at Grandma's Cottage. Everything was just as advertised and Wendy Rae responded promptly to any questions we had. The location on the Smith River was perfect for exploring both Crescent Lake and Lake Wentworth in our small powerboat which we were able to tie up at the property's dock. It was also fun to just sit on the nice wide dock and watch whatever happened to float by...kayakers, paddleboarders, slow-moving motor boats, etc. Lake Wentworth is big and beautiful! If the weather hadn't cooperated there were plenty of games and puzzles to keep us entertained. We would definitely stay here again.
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quick Getaway

Last minute trip to a new area for us and found Grandma's cabin on VRBO and so glad we did. The place was on the river between two lakes and had all the comforts of home. The cabin is small but immaculate and really all we needed for a friends getaway. We came with our clothes and pretty much everything else was provided. The front stairs and dock are fairly new and so sturdy. The back deck was perfect for morning coffee looking over the river but was a bit shaky so hopefully that's the next project. The hill to go down to the dock was fairly steep and since I have a bad knee just used the front stairs to go to the dock so it wasn't an issue. We didn't get to use the provided kayak or paddleboard since it was such a short trip and poured one of the days but would definitely come back. The proximity to the rail trail was awesome and we enjoyed walking around downtown Wolfeboro and visiting the local restaurants and coffee locations. I have stayed in many VRBO locations and have to say how clean this cabin was. For a place that accepts dogs, you would never know it. Hopefully next time we can bring our dog and she too can enjoy this home away from home!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at Grandma’s with our two little boys and dog. It was clean, cozy and a perfect location for our weekend ice fishing trip! We enjoyed walking the rail trail, watching ducks by the dock, passing snowmobiles, and playing puzzles/games. Highly recommend for a family getaway. We would definitely stay again.
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

All excellent
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family trip

Great for a quick trip with young swimmers! The dock was a great depth for jumping off over and over :-)
Stayed 5 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful

Great time with the family.
Stayed 2 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome location right on the water and the rail trail yet close to town; we enjoyed the use of the kayaks, and our child loved fishing right off the dock. House was clean and had everything we needed. Owner was very responsive to questions. Easy check-in and check-out. Definitely a place to come back to!
Stayed 3 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful

Perfect! My daughter and I fished, swam, used the kayaks, walked into town and binged on our favorite new netflix series. Check in and out was easy. We will be back. Thank you so much!
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful. Exactly as advertised.

It was the husband, myself, four kids and our dog. Everyone had a wonderful time. The cabin is exactly as described “grandma’s cabin” But everything is neat and quaint but up to date. Some of the regular stuff I bring as usual was not even needed. The area is quite and although a traffic area for some boats going to the larger lake. Everyone is friendly and respectful of the limits and other people enjoying the lake. The kids really enjoyed paddle boarding and the kayaks. We will definitely planning a return trip. 🙂
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little cottage for a getaway on the lake - nothing beats having your morning coffee on the dock! The location is great, close enough to walk downtown but away from all the bustle. Host is very responsive. We will definitely be back!
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in May 2025