Cottage vacation rentals in Wellfleet

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Top-rated cottage rentals in Wellfleet

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Guest favourite

Cottage in Eastham

4.95 out of 5 average rating, 207 reviews

The Breeze Overlooking Minister's Pond

Welcome to an absolutely spotless, pristine, romantic cottage directly on a freshwater pond. Centrally located in beautiful Eastham, the Breeze is within walking distance to the Salt Pond Museum and Visitor Center and hiking trails. Take one of the electric bikes provided and hop on the bike path (the CCRT) which is just down the street. Kayak or canoe on the pond. Featured on WNAV "Romantic Winter Getaways". Award winning recommendations guide provided with each stay. *Sat-Sat in July & Au

Oct. 8 – 15

$444 CAD per night

Guest favourite

Cottage in Chatham

4.96 out of 5 average rating, 216 reviews

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.

Oct. 19 – 26

$361 CAD per night

Guest favourite

Cottage in Orleans

4.93 out of 5 average rating, 128 reviews

Cape Cod Cottage with view of Orleans Town Cove

The cottage is very clean, cute and comfortable and has every thing you might need. Situated in a quiet, friendly little neighborhood, right next to the famous Cottage Street Bakery, yet you would never know you are so close to town! It is centrally located within walking distance to restaurants, shops and bike path, with the Ice Cream Cafe right down the street on the corner. 3 miles to all beaches. Access to the Cove including kayak rental is just down the street. Perfect location!

Nov. 1 – 8

$485 CAD per night

Guest favourite

Cottage in Yarmouth

4.92 out of 5 average rating, 409 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Nov. 23 – 30

$329 CAD per night

Guest favourite

Cottage in Provincetown

4.9 out of 5 average rating, 276 reviews

Freestanding Studio Cottage West End

Freestanding cottage with loft on quiet street in West End. Centrally located near Mussel Beach Gym, one block from Commercial St., close to Boatslip. Queen size bed and convertible full size futon. Kitchenette, Dishwasher, Washer/Dryer, A/C, Wi-Fi, lawn. Flexible reservation dates not limited to weekly rentals. The place is a well-appointed studio: although more can squeeze in, it is optimal for one or two guests. No pets allowed. No smoking inside, of *anything*.

May 27 – Jun. 3

$300 CAD per night

Guest favourite

Cottage in Wellfleet

4.93 out of 5 average rating, 239 reviews

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)

Oct. 29 – Nov. 5

$486 CAD per night

Guest favourite

Cottage in Provincetown

4.81 out of 5 average rating, 431 reviews

Private cottage green friendly and pet friendly

I do have August 20 to August 27 2022 only whole week. Private quiet Restored and renovated stand alone cottage in the west end location complete with new renovation of kitchen and bathroom. Recently added a Extended bay window, new skylight, and brand new dishwasher Green friendly and pet friendly From June 28 to September 10 this is only a Saturday Saturday rental only weekly rate of $1935.00. Bear week and carnival week is a surcharge of $50 more per night

Feb. 9 – 16

$321 CAD per night

Guest favourite

Cottage in North Truro

4.96 out of 5 average rating, 120 reviews

Daisy of Days Cottages - Cottage on the beach

A year round fully renovated two bedroom cottage on the beach. Nothing but sand between you and Cape Cod bay. My place is the perfect peaceful beach vacation. The sunsets are amazing! The area is residential, so it's quiet. A quick 4 mile ride to Provincetown. There's parking on site, as well as a boat launch. No need to pack up to head to the beach - you are at the beach! Perfect for couples, solo adventurers, business travelers, and families (with kids).

Feb. 28 – Mar. 7

$571 CAD per night

Guest favourite

Cottage in Eastham

4.9 out of 5 average rating, 343 reviews

Barn Cottage on Minister Pond

Newly renovated cozy heated Barn Cottage (not attached to house- privacy!) on Minister Pond with dock access to canoe/ new queen size bed/equipped kitchen/large deck overlooking pond/gas grill/private yard/2 minutes to ocean or bay beaches and bike trail in National Seashore/ many local attractions, and restaurants! Please note the new 12.45% short term rental tax is now in effect and will be added to your base. Thank you

Oct. 19 – 26

$232 CAD per night

Guest favourite

Cottage in Eastham

4.91 out of 5 average rating, 189 reviews

Classic Cape Cod Cottage

15 min walk to the best bayside beach. Very peaceful setting. Four night minimum stay from April 15 to June 15. June 15 to Sept 10 there's a 7 night minimum stay, from Saturday to Saturday. 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.

Oct. 25 – Nov. 1

$250 CAD per night

Guest favourite

Cottage in Eastham

4.99 out of 5 average rating, 181 reviews

The Salt Pond Cottage

This is a free-standing private cottage that sleeps 2 comfortably. A spiral staircase leads up to a sleeping loft with a NEW QUEEN size Nectar bed! There is a full futon couch on the main level. The kitchen has everything you may need. The most spectacular thing about this home is its close proximity to the National Seashore. The salt pond, bike path, and freshwater ponds are also moments away!

Sep. 28 – Oct. 5

$349 CAD per night

Guest favourite

Cottage in Eastham

4.96 out of 5 average rating, 152 reviews

Cozy 2 bedroom cottage steps from Moll's Pond

**Stays of 32 days or more incur NO MA TAX. Highly recommended** This cozy two bedroom cottage on a quiet dirt road in Eastham is the perfect home base for your Cape Cod vacation. Hotel quality bed linens and bath towels are included with this home. Steps away from a freshwater pond and minutes away from the ocean and bay beaches, this home provides convenient access to everything.

Jun. 4 – 11

$432 CAD per night