
Holiday rentals with a kayak in Phippsburg
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Top-rated rentals with kayak in Phippsburg
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Waterfront Coastal Apartment | 5 Min to LLBean
Private waterfront guest apartment with king bed, pull-out sofa, kitchenette, walk-in shower, private entrances, and porch overlooking Harraseeket Cove for a relaxing coastal Maine getaway. Set on 8 private wooded acres with waterfront access to South Freeport Harbor, perfect for kayaking, wildlife, and enjoying nature. Peaceful and tucked away in the woods, yet only 5 minutes from LLBean, Freeport’s shops, restaurants, breweries, and bars. Wolfe’s Neck Woods State Park is less than a mile away.

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow 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.

Cozy waterfront home on Merrymeeting Bay.
Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Moss House: A Modern Waterfront Cabin in the Woods
Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Waterfront Farmhouse with Modern Flair!
On the shores of Winnegance Creek in Bath, Maine—one of America’s best small towns—this 19th-century farmhouse has been completely renovated. Boasting waterfront views and sitting on more than an acre of land, opportunities for recreation and relaxation abound. Enjoy the outdoor deck, fire up the grill, visit the beach or the farmers market, explore the area via kayak, stargaze—so much to do! Not to mention shopping, restaurants, and all that downtown Bath and midcoast Maine have to offer!

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!

Coastal Waterfront Cottage in West Bath
***Please Message me to ask about possible discounts and length of stay minimums.*** 4 season home right on the waters edge on New Meadows River in West Bath sits this newly remodeled home. Fully furnished and includes a Minisplit Heat Pump/ AC, and Propane fireplace. Great location as it is on a dead end road that is just minutes to shopping, restaurants, etc. Incredible spot to watch the boats come and go as Sawyer park boat launch as well as the town boat launch are right in view.

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

Modern Treehouse with hottub + Water Views
Experience the airiness of life up among the pines. This unique tree dwelling, with its own private attached wood-fired cedar hot tub, is perched atop a 21-acre wooded hillside sloping to beautiful water views. Enjoy the view from the wood-fired cedar hot-tub or the king size bed--through a wall of windows. This treehouse is cozy all year round, especially in winter. Located in a classic coastal Maine village with Reid State Park's beaches and the famed Five Islands Lobster Co.

Waterfront Cottage
The Waterfront Cottage sits directly on the shores of Snow Pond, 15 minutes from Colby College and downtown Waterville and 1/2 mile from the Snow Pond Center for the Arts. Enjoy the BEST sunset views from the private dock and listen to the waves and loons at night. The private front deck is the perfect spot for a sunset cocktail after a day of swimming and kayaking from the sandy beach. You also have a private outdoor hot soaking tub and water view barrel sauna. Paradise!

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE does not have a hot tub but guests may reserve the sauna, which is close by and private. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.
Popular amenities for kayak rentals in Phippsburg
House rentals with a kayak

Mirror Pond Cottage

Lakefront summer getaway for 6

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Waterfront Home Phippsburg Maine

Riverside

Peaceful Oasis by the Great Salt Bay - 3BR/2Ba

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Charming Historic Freeport House
Cottage rentals with a kayak

Rising Tide Times - quintessential Maine cottage

Lakefront Home, Sandy Beach, Belgrade Lakes Maine

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Lake Great Pond| Dog Friendly | Boat Launch

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Our charming,oceanfront, Bradford point cottage

Peaceful Lakeside Maine Retreat

The Loon's Nest Cottage
Cabin rentals with a kayak

McKeen's Riverside Retreat

Hobb’s House - Year Round Log Cabin on the Water

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

Private cabin with lake access, hot tub & firepit!

Price's Point - Cabin on the water

Barrett’s Cabin-Lakes Region-Private Trails

Roxie the Tiny Cabin on 100 acres

Cozy Lakefront Cabin in Freedom, ME
Quick stats about holiday rentals with a kayak in Phippsburg

Total holiday rentals
Explore 10 holiday rentals in Phippsburg

Nightly prices starting at
Phippsburg holiday rentals start at €123 per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Phippsburg holiday rentals include wifi access

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

4.9 Average rating
Phippsburg stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a kayak Sagadahoc County
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- Sebago Lake
- Popham Beach, Phippsburg
- Willard Beach
- Scarborough Beach
- Pemaquid Beach
- East End Beach
- Pemaquid Point Lighthouse
- Popham Beach State Park
- Coastal Maine Botanical Gardens
- Gooch's Beach
- Hills Beach
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Fortunes Rocks Beach
- Funtown Splashtown USA
- Palace Playland
- The Camden Snow Bowl
- Rockland Breakwater Light
- Maine Maritime Museum
- Portland Museum of Art
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Bug Light Park
- Aquaboggan Water Park
- Things to do Phippsburg
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