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Cottage 9 of 12| for 2-9 People - Relax & Vacation Wolfeboro, Lake Winnipesaukee

Bedrooms 2
Space 840 sq. ft.
Property type cottage
Minimum Stay 1 - 7 nights


About the property

1-2 Bedrooms, 1-2 Baths, Kitchen(ettes), sleep 2-9 per cottage (with lofts)

This is just One of Ten Opportunities at The Cottages of Wolfeboro which you can see by Searching our Name in your Browser. You are making a Return to Simplicity with these Freshly updated Retro-Style 1940's Cottages (we have 9 & a Main House) which are tucked away in the center of Wolfeboro Falls – park your car, throw your keys on the dresser and never have to get back in… Free Loaner Bikes and Kayaks available upon request to bike or paddle your way to explore the lakes, mountains, and village ice cream parlors, small boutique stores, waterfront shops, shows, & activities. 3 free broad sand public beaches and 3 free boat launches on 3 lakes within 5 minutes … activities for every age without having to get back into your car! If you are considering a family and/or group gathering, we can host up to 75 people between our 9 cottages and the Main House which are in this colony.

1 - 5 Bedroom/3 Bath Main House (Hosting 6-18 people)

3 - 2 Bedroom/1-2 Baths Larger Cottages (Hosting 2-9 people)

3 - 1 Bedroom/1 Bath Medium Cottages (Hosting 2-7 people)

3 - 1 Bedroom/1 Bath Cozy Cottages (Hosting 2-5 people)

All cottages and the Main House have well equipped Kitchen facilities, Heat, AC & Ceiling Fans, Free WIFI, Flat Screen TV’s & Cable, & Individual Grills, Picnic Table, & Private Courtyard in front of each cottage complete with Adirondacks. We also have 2 Community Fire Pits for evenings and the most amazing Tire Swing in New England. Wolfeboro has that Norman Rockwell ambiance. a quintessential small town with the activities, amenities, and ambiance that you would hope for. It has a great schedule of free events, (concerts, craft shows, carnivals, sidewalk days, fishing derbies, fairs, book signings, antique boat shows and races, canoeing, kayaking and sailing races, etc.). There is also a brand new hospital, diverse shopping, and conveniences to service your needs.

First opened in 1938, a time when automobile vacations were still new, exciting and just a little bit dangerous. Weary city dwellers could escape hot urban summers and call a little piece of the country the Oldest Summer Resort in America. Couples and families played horseshoes and tossed balls under tall trees, enjoyed lake pleasures, entertainments and shopping in the village, and returned to their cottages for socializing and well-earned sleep at night. Since buying the property in 2008, we have worked hard to retain each cabin’s nostalgic ambiance while ensuring your comfort. Cottages are freshly decorated, and electricity, plumbing, and all systems have been updated while preserving period character.

Boaters Paradise: Boating: For our Boaters... NH requires all drivers of boats and water vehicles to have a license. Multiple Marinas are just a short distance away for boat rentals or service. Free Public Boat Launches are just 5 minutes away to get on Crecent Lake, Wentworth, or Winnipesaukee) Recreational trips abound with many private calm water coves or boat to an evening dinner engagement on the lake. 36 miles in Length and over 100 miles of shoreline, 365 Islands, depths to 350 feet and fishing derbys year-round. Sailing adventurists love the winds of the broads and regattas throughout the summer.

Spectacular Golfing: Golf: Lake Winnipesaukee Golf Club, LLC New Durham NH 03855 is an Exclusive private golf club named one of the top ten new private courses in America by Golf Digest. Full service clubhouse, golf shop and practice facilities. Limited memberships and outings available. Kingswood Golf Club, Inc. Wolfeboro NH 03894 is a 19 hole championship semi-private golf club open to the public. Call for tee times. Restaurant, driving range, practice area, fully stocked pro-shop. Dan Botelho, PGA Lessons. Ridgewood Country Club Moultonboro, NH 03254 is a semi-private course located in the heart of the Lakes Region. Offering: complete pro-shop, rentals available; cars/carts/clubs, driving range, putting green & the Overlook Tavern. Where you are always welcome!

Norman Rockwell Country Summer: Outdoor Free Concerts in the Park, Summerstock Theater, Town Hall Clock Tower Chimes, Church Bells, Craft and Country Fairs, Free Parks and Fields, Playgrounds, Tennis Courts, Golfing, Sipping a beer on the waterfront, Old Fashion Ice Cream Vendors, Walks along antique Waterways, Waterfalls by the old mill way, Idle chat with the locals, Breakfast in the Wolfeboro Diner, Antique Boat Shows, Village Shops, Hiking, Biking, Water Skiing, Scuba, Sailing, Windsurfing, Skin Diving, Hiking, Caving,... so many pure and refreshing simple pleasures. Come and take it easy for a while. Make new memories: swimming, fishing, boating, art, food, culture, entertainment, shopping

This Cottage is 3-5 minutes to

• Beaches, boat launches, and marinas

• Galleries and Restaurants

• Bike trails and Hiking paths

• Shopping, Theater and Music Festivals

• Museums: New Hampshire Wooden Boat , World War II Wright, Libby Natural History

And within an hour’s drive of

• The White Mountains

• Outlet shopping

• Atlantic coast beaches

• Railroad stations and airports

More Details

Property Manager
David De Jager, Owner
Member since: 2008
Speaks: english, spanish
Response time:
Within a few hours
Response rate:
Calendar last updated:
September 16, 2017

About David De Jager, Owner

We are blessed with 4 amazing young inquisitive children and the privilege of living in this GORGEOUS area with so many natural and healthy activities and surroundings. 40 years of local experience give us the insight for nuances not normally offered to visiting guests.

David De Jager, Owner purchased this cottage in 2008

Why David De Jager, Owner chose Lake Winnipesaukee Area

This is one of the last surviving Cottage Clusters in the area. We have just added the Main House to the availability which can host up to 18 people. This used to be the predominant method of travel for thousands of weary city dwellers escaping the heat, noise and smoke of the summer to arrive by train, carriage and boat to these shores. Most other colonies have been dismantled or sold for condominiums, but we endeavor to preserve this pure and healthy traditional form of family vacations dating back to the 1920's when travel was just a little bit edgy and vacation was in it's advent. Come experience a nostalgic piece of history and see if you don't agree with so many others who feel they have re-discovered something forgotten deep inside them.

What makes this cottage unique

Having lived here over 40 years, I can help you plan Hiking, Biking, Water Skiing, Scuba, Sailing, Windsurfing, Skin Diving, Hiking, Caving, Free Concerts in the Park, Summerstock Theater, Town Hall Clock Tower Chimes, Church Bells, Craft and Country Fairs, Free Parks and Fields, Playgrounds, Tennis Courts, Golfing, Sipping a beer on the waterfront, Old Fashion Ice Cream Vendors, Walks along antique Waterways, Waterfalls by the old millway, Idle chat with the locals, Breakfast in the Wolfeboro Diner, Antique Boat Shows, Village Shops… SO much more depending on what you can pack in… Please have a look at our reviews which have shown these sentiments.


Wolfeboro Cottage Accommodation and Amenities

Property Type:
  • cottage
  • Guests provide their own meals
Floor Area:
  • 840 sq. ft.
House Rules:
  • Check-in: 3:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 75
  • Minimum Age Limit for Renters ...
  • pets considered ...
  • Events Allowed
  • children welcome ...
  • smoking allowed ...
Location Type:
  • Beach ...
  • Downtown ...
  • Lake ...
  • Mountain ...
  • Near The Ocean ...
  • Resort ...
  • River ...
  • Rural ...
  • Ski in/Ski out ...
  • Village ...
  • Waterfront ...
  • Adventure
  • Away From It All
  • Budget
  • Family
  • Historic
  • Romantic
  • Rustic
  • Spa
  • Sports & Activities
  • Tourist Attractions
  • Activities Guide
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Clothes Dryer ...
  • Fireplace ...
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking ...
  • Parking for RV/Boat/Trailer ...
  • Shampoo
  • Toilet Paper
  • Towels Provided ...
  • Washing Machine ...
  • Wireless Internet ...
  • Wood Fireplace ...
  • Free Wifi
  • 4 Ring Stove
  • Coffee Maker ...
  • Cooking Utensils
  • Dishes & Utensils ...
  • Dishwasher ...
  • Freezer
  • Grill
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , combination tub/shower
  • VERY Clean and Classically Retro is the usual comment we receive
  • 2 Bedrooms, Sleeps 75
  • Bedroom 2 with Bathroom - 1 king , 2 singles (Trundle) to pull side by side to make this King
    Loft - 2 child bed , Costs $10/night extra per person in loft ($30 min)
    Bedroom 1 with Bathroom - 1 queen , 1 double , 1 baby crib , Loft is in this room with 2 single sleeping pads
  • We have 9 Cottages to choose from... 3 made for couples, 3 for families of 4-6 people, and 3 for groups of 4-9 people, and Main House for 8-18, but this is our Premier 2 room stand alone Double Cottages (see all at • First Room - 2 Singles in a Trundle (one-bed slides under the other and pulls up next to the other to make a King when elevated), Flat Screen TV (Free Cable & Wifi) * Private Bathroom - Tub & Shower, Toilet & Sink • Well Equipped Kitchen Area - 30" Refrigerator, 4 Burner Stove & Oven, Microwave, Sink, Toaster, Auto Drip Coffee Pot, Pots & Pans, Cooking Utensils, Plates, Bowls, Cups, Wine Glasses & Utensils, etc. • Second Room - 1 Queen & 1 Full Sized Bed, Loft with 2 Single sleeping Pads • Private Bathroom - Tub & Shower, Toilet & Sink • Porch sitting Table Area - Chairs, 5' Table, Benches for Indoor Meals & Games • Private Outdoor Courtyard - Picnic Table, Charcoal Grill & Adirondack Chairs • Additional People over 6 are $10 Per night ($30 min)
  • Books ...
  • Games ...
  • Satellite / Cable ...
  • Television ...
  • Toys ...
  • Bicycles ...
  • Boat ...
  • Deck / Patio ...
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Screen Porch / Veranda
  • Ski & Snowboard ...
  • Tennis ...
  • Tennis Court
  • Walkway to Water
  • Water Sports Gear ...
  • 6 bicycles
  • limited accessibility ...
Pool / Spa:
  • Communal Pool ...
Onsite Services:
  • Car Available
  • Chauffeur
  • Concierge
  • Massage
  • Staff
  • autumn foliage
  • bay/sound
  • botanical garden
  • caves
  • churches
  • cinemas
  • coin laundry
  • festivals
  • forests
  • library
  • live theater
  • marina
  • museums
  • playground
  • pond
  • recreation center
  • restaurants
  • theme parks
  • water parks
  • waterfalls
  • winery tours
Leisure Activities:
  • antiquing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • miniature golf
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • sledding
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • golf privileges optional
  • hiking
  • hunting
  • ice skating
  • jet skiing
  • kayaking
  • mountain biking
  • mountain climbing
  • mountaineering
  • pier fishing
  • rafting
  • rock climbing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • ski lift privileges
  • ski privileges optional
  • skiing
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • spelunking
  • surf fishing
  • surfing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • whitewater rafting
  • wind-surfing
ADD FRIENDS UP TO 75 PEOPLE - I believe you will really love it here with everything within walking distance. Our guests tell us this is a wonderfully easy place for family & friends to spend time together & get to know one another while maintaining their own space, that this is the perfect setting to build connections which are shut out by today's world of indoor life. So often, we go to work & come home, close the front door or garage door & never have that communal experience of knowing those around us like the communities our grandparents spoke of before computers, television, and electronic games. People naturally create an intimate "neighborhood" while visiting each other’s "homes", then sharing meals, walks to various activities around town, to waterfalls, lakes, beaches or events, shops, restaurants & pubs around town & on the Harborfront. Sitting in one of our bench swings or gathering in the Adirondacks by an evening fire are great community & relationship builders. ASK US


Wonderful! 4.8/5 -
(66 traveler reviews)

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Cottage 9 of 12| for 2-9 People - Relax & Vacation Wolfeboro, Lake Winnipesaukee
average rating of 4.8030305 based on 66 reviews

Comfy and well furnished home for big crowd

  • 5 of 5

My women's hockey team has stayed at the big house two years in a row while attending a tournament in Wolfeboro. It fits all of us very comfortably. We love that the dining room table can hold everyone, and that the kitchen, though small, can accommodate enough of us at one time to put together dinner. The rooms are big, the beds are great, and the furniture is quite attractive. The location is central to the town, a short walk to the excellent grocery store and a stroll to other shops. Dave is conscientious and responsive. The place and the experience were perfect. We'll be back!

  • Submitted: Mar 31, 2017
  • Stayed: Mar 2017
  • Source: VRBO, from HomeAway
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Quaint, full of charm and very well maintained

  • 5 of 5

The cottage are adorable and cozy! The kitchen is well-stocked and the beds were quite comfortable. This property is definitely well cared for and maintained. From coffee and sugar to make-up wipes and soap the cottage had amenities we did not expect. We utilized the kayaks and bicycles during our stay. The owner, Dave and staff are welcoming and helpful. The beaches are sandy & wonderful, with a bonus of life guards on duty. Castle in the Clouds should not be missed. Rent a motor boat to really see the lake and beautiful million dollar homes! Downtown Wolfeboro has quaint shops and restaurants. Great place to relax and slow down! Lake Winnepesaukee is a wonderful vacation spot.

  • Submitted: Aug 17, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
Owner's Response: Thank you very much for coming to stay with us... This is an AWESOME spot for Large Family and/or Friend Gatherings up to 54 people…, people say they love the fact that they can be together but not be on top of one another. They create an intimate "neighborhood" while visiting each other’s "homes", taking walks to various activities around town, to the waterfalls, the lakes, beaches or events, shops, restaurants, and pubs around town and on the Harbor front. Sitting in one of our bench swings, lounging in hammocks or gathering in the Adirondacks by an evening fire are great community and relationship builders. Sincerely, Dave and Wendy
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Fantastic Gem

  • 5 of 5

Our family had an awesome time at your cottages! Thank you so much for all of your help in making our stay fun-from insider tips to an in-depth website as resources, there was so much to do! The cottages were a perfect match for our needs, and they were incredibly clean! All the kids loved the tire swing and the fire pit made a perfect respite for adults after the kids went to bed. Having five different cottages for our family reunion allowed us to have a perfect balance of socialization and rejuvenation/relaxation time. Every staff member who we talked to was friendly and accommodating. We also loved the proximity to town. Thank you for helping our trip be such a happy memory!!!

  • Submitted: Aug 13, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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Thumbs up for The Cottages of Wolfeboro

  • 5 of 5

Bev & I are all too happy to comment on our stays at the Cottages. It's difficult to come up with something we don't like. Each time we return, things look better than they did the time before. All the work you put into the cottages and the property certainly shows. And with each of our subsequent Wolfeboro vacations the place feels more and more like a second home. Now, because you asked for our input, there is one little thing you might consider - that would be cushions of some sort on the kitchen chairs and bench. For those of us with old bottoms, a soft place to sit is hard to find.

Thanks for your hospitality,

Bev & Bill

  • Submitted: Aug 11, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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  • 4 of 5

We stayed in the smaller one and it was perfectly fine for the three of us and our dog. It was very clean and when we first arrived we were greeted and taken care of.

The warm water was an issue a couple of times but other than that I was very pleased with our stay and vacation at the cottages.

  • Submitted: Jul 24, 2016
  • Stayed: Jul 2016
  • Source: HomeAway
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cozy cottage vacation

  • 4 of 5

IT was very nice had a very good stay ,good location to leave from to other close by activities ,liked that the bed rooms were separated would of liked to see that there was a TV in both bedrooms .liked the out door space and the tire swing was a big hit with the kids overall had a great vacation nice place would recommend it to friends.

  • Submitted: Jul 2, 2016
  • Stayed: Jun 2016
  • Source: HomeAway
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Mt Major
"One of the BEST views for the effort... this easy well marked hike is about 15-20 minutes dr..."
Wolfeborough Diner
"5 minute walk from the Cottages for hometown flavor, slanted floors, booths, deco decor, gre..."
Full Belli Deli
"3 minute walk from Cottages. Going out for the day? Grab a great lunch so you don't have t..."
Wright Museum
"2 minute walk from Cottages. A wonderful overview of insight and personal stories to explai..."
New Hampshire Boat Museum
"15 minute walk from the Cottages. Build a boat with your child and never forget the experie..."
El Centenario
Wolfe's Tavern
"10 minute walk from our Cottages. Have a pint (or two) and begin your journey with your per..."
Garwoods Restaurant
Jo Green's Garden Cafe
"5 minute walk away... For a light lunch or evening looking over the water, you can come to t..."
51 Mill Street -- CLOSED
"10 minute walk for a great choice on an evening out for dinner..."
Garwoods Restaurant & Pub
"5 minute walk downtown for a wonderful dinner on the water"
Morrissey's Front Porch
"15 minute walk or 5 minute drive... this long standing family establishment has been a stop ..."
Katie's Kitchen
"2 minute walk across the street from The Cottages... no greater experience of Local Wolfebor..."
Lydia's Cafe -- CLOSED
"5 minute walk downtown from the Cottages... a cup of gourmet coffee and a pastry are all you..."
Bailey's Bubble
Mise En Place
Abenaki Ski Area
Bayside Grill and Tavern
Cotton Valley Rail Trail Club
Goodhue & Hawkins Navy Yard
Huck's Hoagies
Wolfeboro Dockside Grille
Nolan's Brick Oven Bistro
Louis Pizza
Pop's Clam Shell
West Lake Asian Cuisine
The Cider Press Restaurant
Sewall Woods
East of Suez
The Inn On Main
Wolfeboro Inn
Castle in the Clouds
Brewster Beach
Carry Beach
Albee Beach
CRUISE: M/s Mount Washington
Wolfe Trap Grill & Rawbar
Wolfe Trap Grill & Rawbar
Crepes Ooh LA LA -- CLOSED
Nearest Airport
50 Miles
Manchester, NH (MHT)
Nearest Barpub
0.2 Miles
5 Minute Walk
Nearest Ferry
50 Miles
Portsmouth Harbor
Nearest Golf
0.5 Miles
Nearest Train
30 Miles
Dover - Amtrak
Nearest Motorway
0.1 Miles
Route 28
Nearest Restaurant
0.1 Miles
5 Minute Walk
Nearest Ski
20 Miles
Nearest Beach
0.2 Miles
Car: recommended

Please see Activities for Every Age on the bottom of our HomePage at - Wolfeboro is a lovely historic quaint New England communities located at the eastern end of Lake Winnipesaukee providing astounding summertime activities including a power boating, sailing, snorkeling/diving, tubing, hiking, water/snow skiing, swimming, fishing, horseback riding, biking, motorcycle touring, flying, touring, and many others. The area also has lots of craft shows, antique fairs, summer stock theater and country fairs throughout the summer. It is a 5 minute walk to Wolfeboro Village for shopping, a 25 minute ride to Laconia for water parks and other children activities, and a 45 minute ride to Meredith. You can walk to the docks to take the Mount Washington Cruise Boat from Wolfeboro Bay to any other part of the lake (Center Harbor, Laconia, Alton, Meredith) or relax in a canoe or kayak in back bay. Don't miss this opportunity to relax and absorb the 'Golden Pond' Mystique in classic Norman Rockwell style.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $130
Additional Guest Fee $10 per person per night

ARRIVALS PERMITTED SAT-TUES FOR 4 NIGHT SUMMER BOOKINGS (06/23 - 09/01) - If this Cottage doesn't fit you, have a look at our 8 others at with prices ranging from $99/night to $499/night. You can also just call or text me at 603-569-9999 for direct information and immediate answers to your questions. I love helping you find the best solution for your group.



3 COTTAGE SIZES – 3 OF EACH (all with lofts) and our Main Victorian Home (host 75 overall):
1. 2-5 Person Cottages - Cottage 7, 10, & 12 (1 Bedroom/1 Bathroom with a King or Queen Sized Bed)
2. 2-7 Person Cottages - Cottage 3,4 & 11 (1 Bed/1 Bath with 1 Queen & 1 Full Sized Bed and a Privacy Curtain between them),
3. 2-9 Person Cottages - Cottage 1 (2 Bed/1 Bath with 1 Queen, 1 Full & 2 Singles), Cottage 6 (2 Bed/1 Bath with 1 Queen, 2 Singles and oversized Bunk), and Cottage 9 (2 Bed/2 Bath with 1 Queen, 1 Full & 2 Singles)
• 6-18 Person Main Victorian Home – (5 Bedrooms, 2 Bathrooms with 1 King, 3 Queens, 1 Full, and 4 Singles)

PETS: MUST BE PRE-APPROVED (Some Restricted Breeds)
See Lease Agreement for official complete rules, but generally speaking:
• Age 18 Months or Older,
• Size 50lbs or less pounds (we can talk),
• Must have Flea/Tick Treatment 2 wks before arrival
• No Barking (1 warning only) or leaving dog alone on property
• Aggression (strictly enforced),
• General dirt (no pets on white bedding (pet stains are charged to Credit Card on file) and prompt pooper-scooper required).
• Sitters & Kennels available

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund

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