Vacation rentals with a kayak in Cumberland County

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Top-rated kayak rentals in Cumberland County

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

Guest favorite
Guest suite in New Gloucester
Peaceful Lakeside Suite in New Gloucester
Open the double doors of your suite for direct access to a beautiful Maine lake. With a private entrance, the open concept apartment is in the walk-out basement of our log-cabin style home. Includes a kitchenette, private bathroom, enclosed unheated porch, large flat screen TV with DirecTV, washer & dryer. A patio with firepit is available (except when snow-covered). You may swim and use our kayaks and other boats, in season, at your own risk. Nice views. Quiet and peaceful. Enjoy star-gazing.
May 4 – 11
$84 per night
4.98 out of 5 average rating, 168 reviews
Guest favorite
Home in Oxford
The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.
Jan 12 – 19
$500 per night
5.0 out of 5 average rating, 177 reviews
Guest favorite
Home in Hollis
Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.
Jun 22 – 27
$160 per night
4.98 out of 5 average rating, 350 reviews

Popular amenities for Cumberland County kayak rentals

House rentals with a kayak

Guest favorite
Home in Naples
Kayak to the Causeway-50s cottage with modern vibe
Mar 24 – 31
$136 per night
4.98 out of 5 average rating, 133 reviews
Guest favorite
Home in Freeport
Home On Pond in Woods - Guest Suite
Aug 19 – 26
$74 per night
4.85 out of 5 average rating, 249 reviews
Guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Mar 7 – 14
$134 per night
4.95 out of 5 average rating, 57 reviews
Guest favorite
Home in Falmouth
Beautiful lake-side home close to Portland Maine
Apr 18 – 25
$350 per night
4.95 out of 5 average rating, 55 reviews
Guest favorite
Home in Cumberland
Forest Lake Cottage
Oct 23 – 30
$250 per night
4.94 out of 5 average rating, 17 reviews
Guest favorite
Home in Standish
Sebago Lake, ME *Lakeside*Hot Tub* just renovated
Mar 17 – 24
$161 per night
4.96 out of 5 average rating, 51 reviews
Guest favorite
Home in Naples
Loon Catch Camp on Trickey Pond
Sep 11 – 18
$493 per night
5.0 out of 5 average rating, 11 reviews
Guest favorite
Home in Raymond
37(B)Shore Road Raymond Maine - Dragonfly Landing
Oct 25 – Nov 1
$500 per night
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Windham
Cozy Camp on the lake
Dec 20 – 27
$241 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Gray
Little Sebago Lakefront Getaway
May 2 – 9
$270 per night
5.0 out of 5 average rating, 18 reviews
Guest favorite
Home in Harpswell
Brand new year-round oceanfront home with beach.
Feb 21 – 28
$995 per night
5.0 out of 5 average rating, 80 reviews
Guest favorite
Home in Harpswell
Brand new Scandinavian cottage: dock & kayaks!
Oct 15 – 22
$392 per night
4.97 out of 5 average rating, 96 reviews

Cottage rentals with a kayak

Guest favorite
Cottage in Topsham
Cozy waterfront home on Merrymeeting Bay.
Sep 12 – 19
$153 per night
4.95 out of 5 average rating, 211 reviews
Guest favorite
Cottage in Buxton
Peaceful Cottage Retreat on Maine Flower Farm
Sep 27 – Oct 4
$203 per night
5.0 out of 5 average rating, 119 reviews
Superhost
Cottage in Windham
Cozy camp near highland lake
Aug 12 – 19
$204 per night
4.79 out of 5 average rating, 104 reviews
Guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Paradise! Fri-Fri only Jun-Aug
May 12 – 19
$514 per night
5.0 out of 5 average rating, 23 reviews
Guest favorite
Cottage in Windham
Covered Bridge Cottage - Maine woods and river
May 28 – Jun 4
$162 per night
4.89 out of 5 average rating, 61 reviews
Guest favorite
Cottage in Windham
Romantic waterfront cottage for two in Maine
Jul 27 – Aug 3
$236 per night
5.0 out of 5 average rating, 65 reviews
Guest favorite
Cottage in Windham
Tranquil waterfront cottage
Sep 9 – 16
$345 per night
4.92 out of 5 average rating, 73 reviews
Guest favorite
Cottage in Standish
The Loon's Nest Cottage
Sep 15 – 22
$271 per night
4.97 out of 5 average rating, 70 reviews
Guest favorite
Cottage in Sebago
Recently renovated waterfront! Cedar Side Cottage
Sep 15 – 22
$373 per night
5.0 out of 5 average rating, 67 reviews
Guest favorite
Cottage in Standish
Big Sebago Lake Rentals Waterfront w Private Beach
Nov 9 – 16
$325 per night
4.95 out of 5 average rating, 44 reviews
Superhost
Cottage in Windham
Cozy cottage
Mar 17 – 24
$179 per night
4.89 out of 5 average rating, 35 reviews
Superhost
Cottage in Windham
Relaxing 2 bed cottage on Little Sebago Lake
Aug 18 – 25
$260 per night
4.9 out of 5 average rating, 10 reviews

Cabin rentals with a kayak

Guest favorite
Cabin in Windham
Private Hilltop Cabin, Lakes and Trails Abound..
Feb 6 – 13
$284 per night
4.91 out of 5 average rating, 193 reviews
Guest favorite
Cabin in Denmark
Maine Lakes-Pleasant Mt-Private Trails
May 19 – 26
$164 per night
4.95 out of 5 average rating, 131 reviews
Guest favorite
Cabin in Harrison
Get away at Crystal Lake
Jul 31 – Aug 7
$399 per night
4.99 out of 5 average rating, 101 reviews
Guest favorite
Cabin in Waterford
Lakeside Cabin Nestled in the Pines
May 31 – Jun 7
$274 per night
4.93 out of 5 average rating, 149 reviews
Guest favorite
Cabin in Bridgton
Rustic Elegance: a glamping getaway
Nov 10 – 17
$99 per night
4.89 out of 5 average rating, 38 reviews
Guest favorite
Cabin in Oxford
Thompson Lake, Oxford, Maine. Pine Cottage
Feb 7 – 14
$113 per night
4.93 out of 5 average rating, 94 reviews
Guest favorite
Cabin in Harrison
Charming Lakefront Cabin
Oct 7 – 14
$233 per night
5.0 out of 5 average rating, 11 reviews
Superhost
Cabin in Otisfield
Charming log cabin on Crooked River in Maine
Oct 20 – 27
$126 per night
4.9 out of 5 average rating, 40 reviews
Guest favorite
Cabin in New Gloucester
Beautiful Lakeside Cabin near Shaker Village!
Apr 20 – 27
$154 per night
4.88 out of 5 average rating, 50 reviews
Guest favorite
Cabin in Limerick
Peaceful and Rustic Lakeside Cabin
Dec 28 – Jan 4
$445 per night
5.0 out of 5 average rating, 25 reviews
Guest favorite
Cabin in New Gloucester
Beautiful cabin, winter retreat, ski nearby.
Aug 15 – 22
$313 per night
5.0 out of 5 average rating, 50 reviews
Guest favorite
Cabin in Brownfield
Amish built cabin on 280 acres near North Conway
Apr 7 – 14
$170 per night
4.94 out of 5 average rating, 16 reviews

Destinations to explore