
Holiday rentals with a kayak in Wakefield
Find and book unique kayak rentals on Airbnb
Quick stats about holiday rentals with a kayak in Wakefield

Total holiday rentals
Explore 40 holiday rentals in Wakefield

Nightly prices starting at
Wakefield holiday rentals start at €51 per night before taxes and fees

Verified guest reviews
Over 1,640 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Wakefield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wakefield rentals

4.9 Average rating
Wakefield stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with kayak in Wakefield
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Gorgeous Romantic Lakefront Getaway
Guest love the tranquility of our place and enjoy all that the lake has to offer from frolicking in the water, swimming, kayaking, fishing in the season to skating, snowshoeing, snowmobiling to ice fishing in the winter. They also love how well stocked our house is from the extensive spice rack to condiments, tea & coffee pods, foil, clingwrap, ziplock bags to everything you might need to cook sumptuous meal for your family and to the extra effort we put in to give you a clean place to enjoy.

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard
Bring your family/friends for a fun and relaxing stay on Mousam Lake all year round! With 3 bedrooms, and additional loft and a basement sleeping area, there's room for everyone! Explore the lake with canoes, kayaks and paddleboards available to you or bring your own boat, the public boat launch is across from our front dock! When you are not enjoying the lake, the house provides many spaces for your favorite yard games, a screen house to play cards or have a drink and unwind in large hot tub!

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Mountainside Chalet+Sauna near Lake Winnipesaukee
Enjoy everything Lake Winnipesaukee has to offer with private beach passes. Located directly between downtown Wolfeboro and Alton Bay, a quick 10min drive will get you to either. A 30min drive will get you to Gunstock Resort or Mount Major. Enjoy gorgeous sunsets and views from the elevated deck, while you sit around a gas fireplace. The interior provides a spacious open concept layout with a large couch, 75" TV and a stocked kitchen. Enjoy the health benefits of the relaxing Infrared Sauna.

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub
Stay at our one-room Schoolhouse c1866. Winner of Maine Homes Small Space Design Award 2023 and consistently top 1-5% of Airbnb homes for exceptional hospitality, comfort, cleanliness & quintessential romantic New England vibes. The Schoolhouse is 1 of 3 homes on our family's resort-like retreat, Camp Tall Pines: Featuring tennis/pool/gym/sauna, 1000-feet of frontage along the private 80-acre Shapleigh pond (boat/swim/fish), and nestled amongst a majestic 50-acre forest of tall pine trees.

Pine River Pond
Directly on Pine River Pond, this 5-mile long, 570 acre lake has crystal clear water. This vacation rental is close to all of the area's most popular activities and ensures a memorable time! Swim in the summer, ice fish in the winter, numerous snowmobile trails or just get away from it all.This 1-bath property offers enough space to comfortably accommodate up to 10 guests, making it ideal for a family or group of close friends looking for an unforgettable New Hampshire lakeside retreat.

Clean, quaint studio apartment on small farm
Enjoy the Old Farm cottage, a studio apartment on our small homestead in the beautiful Lakes Region. It’s a perfect spot for couples, small families, or traveling nurses. We are within 20 minutes to many beaches, including Lake Winnipesaukee, and provide easy access to head south to the ocean or north to the mountains. You will have your own separate parking/entrance, but are welcome to enjoy our cozy fire pit, stylish treehouse, and backyard access to the network of snowmobile trails.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Enjoy Fall Foliage at the Lake
Step out of the house and onto to a beautiful deck. From the deck to the water is just 30 feet of sandy beach! Located right on Pine River Pond, this 5-mile, 570 acre lake has crystal clear water. The gently sloping property makes it ideal for multi-generational families. Swim in the summer, ice fish in the winter or just get away from it all in the fabulous peace and quiet of New Hampshire. Note that June - August rentals are a minimum seven night stays Saturday - Saturday.

Lakefront Home-Stunning Views-Hot Tub, 3100 sqft!
Experience ultimate relaxation with over 100 feet of sandy lakeside beach frontage, nestled among serene pine trees. This spacious lake house features: Open concept main floor 3 levels (3100 sq ft) for privacy Family & dog friendly Hot tub, kayaks, beach, game room, firepit & more! Ideal for large families wanting to share a vacation without compromising on privacy. Enjoy year-round activities and create lasting memories. Get 10% OFF for weekly or longer stays!

Waterfront, Wood stove & Private beach, Solo Stove
Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.
Popular amenities for kayak rentals in Wakefield
House rentals with a kayak

Blue Breeze - Private lakefront w/ Hot Tub

The Modern Lakehouse

Birch Ledge Guesthouse--Four Season Maine Getaway

Luxury Lake House +Hot Tub! Waterfront Magic in NH

Peaceful 4 bedroom lakehouse retreat

Renovated Luxury Lakefront w/ Beach/Dock/firepit

Bear Point - 4 Bedroom home on the water

Lakefront Beauty with Private Beach
Cottage rentals with a kayak

Beautiful Lakeside Cottage

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

The Loon's Nest Cottage

RiverPine Retreat - Clean & Bright Waterfront Home

Waterfront Cottage Private Dock | Kayaks | Rowboat

“Stay Awhile in the Lake's Region”

Smokey Pines Camp

Peaceful Cottage on Maine Flower Farm
Cabin rentals with a kayak

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

Waterfront,Hot tub,Private dock,Freshly renovated

The Red Lake House

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Mountain Lodge with Private Sauna

The Conscious Cabin | Getaways + Retreats

Hill Studio

Bear Cabin
When is the best time to visit Wakefield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €241 | €265 | €212 | €217 | €272 | €320 | €353 | €326 | €262 | €262 | €236 | €228 |
| Avg. temp | -5°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 20°C | 16°C | 10°C | 4°C | -1°C |
Destinations to explore
- Rentals with beach access Wakefield
- Family-friendly rentals Wakefield
- Waterfront rentals Wakefield
- Rentals with lake access Wakefield
- House rentals Wakefield
- Pet-friendly rentals Wakefield
- Beachfront rentals Wakefield
- Rentals with a kayak Carroll County
- Rentals with a kayak New Hampshire
- Rentals with a kayak United States
- Sebago Lake
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Loon Mountain Resort
- Willard Beach
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- Scarborough Beach
- Cape Neddick Beach
- Footbridge Beach
- Jenness Beach
- Snhu Arena
- East End Beach
- Gooch's Beach
- Cranmore Mountain Resort
- Hills Beach





