We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Pleasant Lake

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Pleasant Lake

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

0 of 0 items showing

1 of 3 pages

Home in Brewster

4.88 out of 5 average rating, 192 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Home in Brewster

4.9 out of 5 average rating, 125 reviews

4BR/3B | Pond | BikePth | W/D | FireTbl | AC |Deck

Updated, spacious, peaceful Mid-Cape home Private road, private beach/pond (5 min walk) Silent central AC 4 BR/3 full bth: > Ground floor: 2 BR + 2 bth - sleeps 4 > Upstairs: 2 BR + 1 bth - sleeps 4 Hardwood Floors Large, screened porch Large living room: 2 recliners, leather couch, Jøtul gas stove, Roku TV Wooded yard - gas fire table, grill Ping Pong - (in unfinished basement) Near 25-mile long Bike Trail, beaches, golf/mini-golf, tennis, boating Please, no smoking

Guest suite in Brewster

4.96 out of 5 average rating, 364 reviews

Sheep Pond Get-Away

The AirbNB Studio Space is Private w/ its own separate entrance & exit. Our home is set in the 'Sheep Pond' area. We are walking distance to Sheep Pond to kayak & swim. We have kayaks, paddleboards, beachchairs, & towels for your use. A backyard w/ your own picnic table, seating area, & hammock. An outdoor shower ! Minutes away from bay & oceanside beaches, biking, hiking & Nickerson State Park. 40 mins from Provincetown; & surrounded by quaint Route 6a, restaurants & shopping !

Cottage in Harwich Port

4.94 out of 5 average rating, 334 reviews

Newly renovated Cape Coddage! Location! Location!

Newly renovated! Harwichport home- 2 min walk to beach, sleeps 10. Located right by Bank St Beach In Harwichport! Walk 1-2 minutes to the beach or walk 1-2 minutes in the other direction to Main Street where you will find shops and restaurants. Ember, The Port, 3 Monkeys, Beer Garden, and Mad Minnow. This home is in the dream location. Pull in and you don't need to drive until you leave. Walkable to Wychmere beach club. This home is often shared by guests of events celebrated at Wychmere.

Condo in Brewster

4.86 out of 5 average rating, 208 reviews

Shining Sea Condo

Ocean Edge condo with cathedral ceilings! Beautiful private deck located on the 5th hole of the Ocean Edge golf course! Located within Eaton village. One king bed and one queen, along with pullout couch allows 6 to sleep comfortably. Linens are included!! Large kitchen with washer/ dryer, AC in living room and heat throughout the unit. Wifi and two smart TVs with ROKU devices. Flexible dates allows guests to stay whatever length they would like instead of a mandatory week. Come enjoy!

Guest suite in East Harwich

4.99 out of 5 average rating, 591 reviews

Romantic getaway suite

GENEROUS DISCOUNT FOR LONG TERM OFF SEASON STAYS. ( February, March, November, and December) Contact direct. Nine year old private one bedroom lavish suite over two car attached garage with private entrance, deck, and parking in a quiet neighborhood central to all the Cape has to offer. Beautifully furnished with central air, gas fireplace, hardwood floors, double slipper clawfoot soaking tub, separate subway tiled shower, wireless internet and Sony 49 inch 4KUHD edge -lit streaming TV.

Guest suite in Brewster

4.94 out of 5 average rating, 177 reviews

Cozy and Secluded Apartment/Seasonal garden view

Walk across your private patio through sliding glass doors to your private garden retreat in this spacious studio. A large bathroom is just off the kitchen. This brand new apartment is designed for your perfect vacation or retreat from city life. If you are working from home - try working from Cape Cod! A desk awaits you - leave your computer set up and ready! Not the best apartment for disabilities - the entrance is in the back and there is a step up into the shower.

Cottage in South Dennis

4.88 out of 5 average rating, 396 reviews

Waterfront Cottage on White Pond(Graham Cracker)

Our cottage (Graham Cracker House) sits steps from crystal clear White Pond. The cottage offers private access to the pond for swimming, fishing and boating. The large outdoor space is great for dining and relaxing by the pond. It is 1.5 miles to the Cape Cod rail trail (bike trail), close to many dining options and 3 miles to some of the best beaches Cape Cod has to offer. There is another cottage on the property for rent that sleep 4 guests. No sharks here!

Guest suite in West Harwich

4.93 out of 5 average rating, 266 reviews

Cape Hideaway

Private suite on the first floor guests have exclusive use of the entire place. The second floor is my residence. The suite has a bedroom with queen temperpedic mattress, living room with queen sleep sofa, small kitchenette and bath. The kitchen is equipped with a small refrigerator, microwave, coffee maker, kettle, single burner cooktop and crockpot. Guests have access to the upper deck (shared space) which has a patio set and gas grill.

Guest suite in Yarmouth

4.99 out of 5 average rating, 230 reviews

Find Serenity in South Yarmouth - The Boat House

Welcome to The Boat House! Find a peaceful setting in this private suite nestled amid the charm of our one acre property. This nautical themed retreat provides a spacious yet cozy suite with private and exclusive entrance, and is outfitted with a queen bed, living and dining area, well-equipped kitchenette and full bath. The gas stove adds cozy ambiance for a night in while guests can also enjoy the beautiful backyard and koi pond.

Guest suite in Orleans

4.99 out of 5 average rating, 230 reviews

Private Beach, Cozy Cape Cottage

Enjoy your own private beach with soaring seabirds and ocean breeze! Let a breathtaking sunrise and view of the bay greet you every morning from bed. Take in the waterfront view on the outside patio by the garden or in the enclosed sun porch. Escape to our cozy cottage secluded in the woods with nearby trails. Explore the Cape's many attractions and refresh your soul with a relaxing Cape Cod vacation.

Home in Harwich

4.95 out of 5 average rating, 149 reviews

Relaxing Eco-Friendly Home Next to Long Pond Beach

Our lovely home, next to Long Pond in beautiful Harwich, is perfect for families vacationing together or groups of friends! The entrance to Long Pond beach is right across the street from the house and the famous Cape Cod Rail Trail bike trail is just a 1/4 of a mile away. All you have to do is walk out the front door to enjoy all that Cape Cod has to offer!

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Pleasant Lake vacation rentals

Free parking on premises

Air conditioning

Stay near Pleasant Lake's top sights

Cape Cod Rail Trail parking44 locals recommend

Pleasant Lake Pizza Shark9 locals recommend

Long Pond Beach and Boat Ramp5 locals recommend

Other great vacation rentals in Pleasant Lake

Home in Harwich

4.92 out of 5 average rating, 37 reviews

Waterfront★ Pvt Beach ★ On Bike Path ★Bikes★Kayaks

Home in Harwich

5 out of 5 average rating, 14 reviews

Water front lake house with Private Beach! Dock

Home in Yarmouth Port

5 out of 5 average rating, 31 reviews

Sauna·Pond Cold Plunge·Waterfront·2Kings·DogsYes

Home in East Harwich

4.99 out of 5 average rating, 97 reviews

Cheerful home- steps away from a beautiful pond.

Home in Harwich

5 out of 5 average rating, 25 reviews

* Top Rated - Free Cleaning & Linens - SuperHost!

Home in Chatham

4.9 out of 5 average rating, 80 reviews

Spacious studio on lovely pond in Chatham

Guesthouse in Brewster

5 out of 5 average rating, 10 reviews

Claw Foot Tub & King Bed at Club Tanuki Cottage

Home in East Harwich

4.96 out of 5 average rating, 26 reviews

Sun filled home ready for you to enjoy!

Destinations to explore