Wolfeboro
#51898 Oakwood Road
Lake Winnipesaukee · South Wolfeboro Bay•#518
14Guests
5Bedrooms
9Beds
4.5Baths
About This Property
Welcome to your dream lakeside escape on the shores of Lake Winnipesaukee! This stunning 5-bedroom, 4.5-bath retreat in South Wolfeboro Bay is perfect for multi-family vacations or group getaways, comfortably sleeping up to 14 guests. Enjoy endless fun with a three-slip deep-water dock, swim raft, waterslide deck, and a gentle sandy entry—ideal for kids and water lovers alike. The main house features warm knotty-pine interiors, cozy fireplaces, and an open-concept kitchen with granite countertops and double dishwashers, all overlooking breathtaking lake views. Unwind on the screened-in porch with your morning coffee or evening cocktails as you listen to the call of the loons. The separate guest cottage offers a private haven with its own kitchenette and bath, perfect for grandparents or couples seeking a quiet retreat. With central A/C, high-speed Wi-Fi, and just minutes from downtown Wolfeboro, this property blends classic New Hampshire charm with modern comfort. Book your stay and make memories where every sunset feels like it was painted just for you!
2026 Availability
5/16 openSaturday to Saturday · tap to select weeks
Need off-season dates? Contact us
Weekly Rate
$8,750/week
Weekly rate$8,750
Cleaning fee$550
Admin fee$100
NH tax (8.5%)$799
1-week total$10,199
Security deposit (refundable)$1,000
50% due after booking, remainder due 20 days prior to arrival.
View rental policies#518
98 Oakwood Road, Wolfeboro — Lake Winnipesaukee
5 Bed · 4.5 Bath · Sleeps 14$8,750/weekA/C: Central
Sleeping Arrangements
BR 1: 1 King en suite on the main floor
BR 2: 1 King on the main floor
BR 3: 1 Queen on the main floor
BR 4: Queen plus Bunks on the lower level
BR 5: 1 King and 1 Bunk in Guest house on the main living area
Waterfront
Off Dock · 2 dock slips (electric) · Exposure: South
Amenities
✓ Grill (Gas)
✓ Screened Porch
✓ No Firepit
✓ No Garage
✓ Deck
✓ Ping Pong Table
✓ No Water Trampoline
✓ Electric at Dock
✓ Stove (Electric)
✓ No Dishwasher
✓ No Microwave
✓ Toaster
✓ Ice Maker
✓ Coffee Maker (Drip)
✓ WiFi
✓ Washer/Dryer
✓ Laundry Room
✓ Main Floor Bedroom
✓ TV (Smart TV)
✓ Guest House
Yankee Pedlar Realtors — 603-569-1000 — yankeepedlar.com
Waterfront
Access
Off Dock
Sun Exposure
South-facing water
Southern exposure — all-day sun on the waterfront
Dock
2 slips (electric)
Outdoors & Fun
✓Grill (Gas)
✓Screened Porch
—No Firepit
—No Garage
✓Deck
✓Ping Pong Table
—No Water Trampoline
✓Electric at Dock
Sleeping Arrangements
Bedroom 1
1 King en suite on the main floor
Bedroom 2
1 King on the main floor
Bedroom 3
1 Queen on the main floor
Bedroom 4
Queen plus Bunks on the lower level
Bedroom 5
1 King and 1 Bunk in Guest house on the main living area
The Kitchen
✓Stove (Electric)
—No Dishwasher
—No Microwave
✓Toaster
✓Ice Maker
✓Coffee Maker (Drip)
Home Comforts
✓WiFi
✓Air Conditioning (Central)
✓Washer/Dryer
✓Laundry Room
✓Main Floor Bedroom
✓TV (Smart TV)
✓Guest House
Location
Good to Know
Check-in
Saturday, 3:00 PM
Check-out
Saturday, 10:00 AM
Linens
Required (available via Yankee Home Services)
Pets
Not allowed
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Listing data provided by PrimeMLS. Copyright 2026 PrimeMLS, Inc. All rights reserved.