Cottage vacation rentals in Wellfleet

Directly on Pleasant Beach – 30 Steps to the Ocean

You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.

Unique Waterfront Artist Cottage

Once a horse stable, Lil Rose now sleeps up to five just a short walk from a private beach. PLEASE READ BEFORE BOOKING: Rentals in season (April-October) are only offered by the week (Saturday-Saturday). November rentals are offered with a 4-night minimum. Rentals December-March are offered with a 3-night minimum. Pets are accepted (max 2) but you MUST let us know in your booking request about your pet so that we can prepare the property. There is a PET FEE that must be paid prior to check in.

Designer West End Detached Cottage

West End detached cottage ideally located between Commercial and Bradford Streets, across from Mussel Beach Gym and a block to all of the excitement Provincetown has to offer. Restaurants, bars, and beaches are at your doorstep. The cottage was rebuilt in 2008 with the charm you would expect from a Provincetown cottage and filled with natural light from windows on all four sides. The cottage has a large private enclosed stone patio complete with hot/cold outdoor shower with areas for seating.

Pristine Beach Cottage in Heart of Harwichport!

Walk everywhere from this Charming 1 bedroom cottage with AC, next to an antique captain’s house. Private entrance with parking for 2 cars. One block walk to town, ice cream & restaurants. 3 block walk to Beaches. Perfect location for Harwich and Chatham wedding guests, Music in the Port, or just a beach escape. Updated and clean. Includes use of 2 beach chairs, towels, beach bag with extras, toiletries plus many bonus amenities. Coffee & Snacks included. Pack lightly! This place has it all!

Cozy Cottage

Our 3 room cottage in the Old Village is within steps of Lighthouse beach and a 15 minute stroll to town along charming streets. Its location in an ample yard insures comfort and privacy for your stay. The kitchen is equipped for stay-at-home dining. The owners live in a separate house on the property and are ready to provide you with knowledge of Chatham’s history and assist you in your explorations of the town or Cape Cod. The owner welcomes your visit to his art studio on the property

Cape Cod Spectacular Waterfront Cottage

Welcome to our internationally acclaimed and regionally featured cottage located on Lieutenant Island in Wellfleet, MA. It's in a private location with panoramic views and a western exposure featuring beautiful sunsets nightly (weather permitting)! TripAdvisor internationally featured property in July, 2015: Bostondotcom in July, 2016: Business Week in July, 2020. Please contact us for nightly, weekly or long term quotes or discounts. Pricing and lengths of stay are subject to change.

Cozy 3 bedroom cottage in the Heart of Wellfleet

Escape to the Cape and enjoy the National Seashore! Wellfleet is home to some of Cape Cod's finest beaches, art galleries, shops, restaurants, and of course, the oysters. Our cottages is tucked away yet is within walking distance to Power's Landing beach, Mayo Beach, and the Pier. Wellfleet has so much to offer and we'd love to be able to help make your stay all the more memorable. Our quaint home offers all the modern necessities you want yet keeping the cottage vibe.

@TheCapeSummerHouse - 2bdrm Cottage in Dennisport

Explore Cape Cod from a Beautiful Cottage in Dennisport Village Freshly updated and sunny! This cozy cottage exudes coastal charm. It has a large yard perfect for the kids to play & located just .2 miles to Glendon Beach on Nantucket Sound. It’s a great place to get away for a Cape Cod vacation: central AC, fenced-in backyard with a Weber gas Grill & fire-pit, quintessential outdoor shower, WiFi, Smart TV’s, updated kitchen including a dishwasher, washer & dryer.

Hillside Cottage

A one-bedroom cottage that sleeps 4, nestled into the hillside at the top of the wetland. Great for birding! Located on a beautifully landscaped property walking distance to Lecount Hollow Beach. The bedroom has a queen bed and there is a queen and a single sleep sofa in the finished basement. There is also a studio apartment available on the premises that sleeps two. The listing name is "Comfortable Studio Apartment".(Pets are allowed in the studio appartment)

Cozy 1-bedroom cottage

Welcome to the Sandbox! Close to Englewood and Seagull beaches, mini golf, shops, dining, and walking distance to Cape Cod Inflatable Park and Wicked Waves water park. This central location makes getting to any place on the Cape a breeze. The cottage has a brand new kitchen and is furnished with a queen bed and a sofa. The perfect place for a getaway with your significant other or a fun time with a few friends! 2 beach chairs and small cooler included.

Classic Cape Cod Cottage

No cleaning fee! 15 min walk to the best bayside beach, Thumpertown Beach. The cottage is in a very peaceful wooded setting. A beautiful, charming 2 bedroom cottage 15 min walk to Thumpertown Beach. It's situated on a triple sized lot, close to the outer Cape's favorite attractions. Eastham is known as the Gateway to the Cape Cod National Seashore. Please note, from June 13 to September 6 we have a 7 night minimum from Saturday to Saturday.

Classic Summer Cottage

Stay at a classic summer cottage, in the Wellfleet woods, yet conveniently located a 5 minute drive from downtown Wellfleet. Built in 1938 by 4 women, it still has much of it's original charm. The great room has wood paneling and a cathedral ceiling. This common area has natural wood floors and a fireplace. 2 cozy bedrooms and a small kitchen and bathroom complete the scene.