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Holiday houses in Wellfleet

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Quick stats about holiday rentals in Wellfleet

  • Total holiday rentals

    Explore 360 holiday rentals in Wellfleet

  • Nightly prices starting at

    Wellfleet holiday rentals start at $58 AUD per night before taxes and fees

  • Verified guest reviews

    Over 16,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    270 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 110 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    170 properties have a dedicated workspace

  • Wi-Fi availability

    360 of Wellfleet holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront and Waterfront across Wellfleet rentals

  • 4.8 Average rating

    Wellfleet stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Wellfleet

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

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Top Guest favourite
Tiny home in Wellfleet

Writer’s Cabin • On-Site Hot Tub & Wood-fire Sauna

Our beloved “piece of heaven on earth” is a cabin-style tiny home filled with books—perfect for writers or a relaxing beach getaway. Perched on a gentle incline, the Writer’s Retreat feels private and tucked away among the trees. Just minutes’ drive from beaches and a short stroll to the charming center of Wellfleet. Unwind at our on-site SeaRose Spa, w/ a hot tub, saunas, & massage therapy (special guest rates) — part of our BnB property, which also includes two guest suites in the main house.

FamilyValueCheck-in

4.98 out of 5 average rating, 396 reviews
Top Guest favourite
A charming exterior view of a Greek Revival house is presented, featuring a welcoming entrance with black shutters and a large bay window. Colorful flower beds with yellow blooms add vibrancy to the lush greenery surrounding the property, complemented by decorative flags and a cheerful atmosphere.
Apartment in Wellfleet

In the Heart of Wellfleet and Walk to Mayo Beach

Beautifully renovated 1850 Greek revival house. Private apartment is on the second floor with private wide accessible outside stairway. It is a 3-4 room apartment and is perfect for a couple and at most a total of 4 adults. PLEASE NOTE if you are not a couple and do not want to share a bed , you will need to rent the second bedroom at $45 per night per each additional person.The location is perfect in the center of quaint picturesque downtown Wellfleet. Private parking. No children under 8.

LocationValueLaundry

4.9 out of 5 average rating, 170 reviews
Top Guest favourite
A bright view of Duck Creek is framed by soft, sheer curtains. The scene displays a wooden deck with a small table and chair, offering a serene spot to enjoy the landscape. Lush greenery and calm waters can be seen in the distance.
Apartment in Wellfleet

Beautiful Creekside Apartment in Wellfleet Center

Unique romantic apartment overlooking Duck Creek. One large living space which includes kitchen, work area, dining and air conditioned living room with a spectacular view. Queen bedroom and full bath. Small outdoor sitting area with table and chairs to watch the tide role in and out. See the sky change color at sunset and if lucky, catch the moon rise. Access to this private apartment is up a spiral staircase. Close to all of Wellfleet's restaurants, art galleries, town center and the pier.

ValueFamilyAccess

4.96 out of 5 average rating, 247 reviews
Top Guest favourite
The kitchen area features a wooden pitched ceiling and a functional layout. A farmhouse sink is paired with stainless steel appliances and cooking essentials. Two stools are positioned at a counter, with a small vase of flowers adding a touch of nature. Glass doors offer views to an outdoor deck.
Home in Wellfleet

Wellfleet Woods Escape

Open kitchen + living + dining, w/ a wooden pitched ceiling and two sliders overlooking the deck, backyard +marsh. Functional kitchen with Farm sink, DW, cooking and pantry essentials. Two comfortable bedrooms with window AC's, new mattresses, and blackout curtains. Bathroom w/ tub/shower + plenty of towels for beach or house use. Outdoor shower is great in warmer months! Enjoy this quiet, tucked away Wellfleet spot with lots of walking trails and beautiful sunset views just down the road.

LocationFamilyAccess

4.92 out of 5 average rating, 219 reviews
Guest favourite
A charming cottage is surrounded by a grassy yard, featuring a set of four blue Adirondack chairs arranged around a small glass table. A gas grill is situated nearby, and a tree provides dappled shade to the area.
Guesthouse in Wellfleet

Abundant Blessings Cottage – Wellfleet

Couple/family fun all year in a charming, private Cape Cod cottage w/ screened in porch, patio & outdoor shower (in Nov/Dec/Jan becomes a Gingerbread cottage). Inside: open living space w/ queen bed & sitting space. Ladder leads to a short height sleeping loft w/ 2 twin beds. Full bathroom w/ indoor shower. Kitchenette- see description below. We supply tea, local coffee, spices, condiments, gas grill, ice chests, beach towels & chairs. To sleep up to 8, also rent our Upper Room on Airbnb.

ValueLocationKitchen

4.97 out of 5 average rating, 205 reviews
Top Guest favourite
A ranch-style home is nestled among tall trees, featuring a sloped roof and wood shingle siding. A small front porch is positioned beside the entrance, with a pathway leading to the door. Air conditioning unit is visible on the side of the house.
Home in Wellfleet

Chequessett "Hide-Away"

Chequessett Neck area - Contact owner for more reasonable than published off-season long term (more than 14 days) rates. Walk to Powers Landing bayside beach from this hilltop setting. Very private, spacious, comfortable and clean 2 bed 2 bath ranch style home. Outdoor shower, and private deck. Interior steps to Washer and dryer located in garage below. Highchair availabe on request. Conveniently situated - close to Wellfleet center, Harbor, Mayo beach, Great Island, Duck Harbor.

LocationFamilyHiking

4.93 out of 5 average rating, 105 reviews
Guest favourite
An outdoor deck extends over panoramic views of the waterfront, featuring a dining table with dark wood chairs shaded by a green umbrella. The deck is surrounded by lush greenery and offers ample space for relaxation and dining, enhancing the outdoor experience.
Cottage in Wellfleet

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.

FamilyValueWalkability

4.9 out of 5 average rating, 177 reviews
Guest favourite
A cozy living area features a blue sofa adorned with yellow decorative pillows, positioned in front of a wooden coffee table. Natural light enters through large windows, illuminating the space. A wooden ladder leads to a loft area, complemented by a light rug underfoot.
Cottage in Wellfleet

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.

FamilyValueAccuracy

4.91 out of 5 average rating, 147 reviews
Top Guest favourite
A charming cottage features a welcoming front porch with steps leading to a white railing. The exterior showcases cedar shingles and large windows that invite natural light. Lush greenery surrounds the home, complemented by flowering trees that enhance the peaceful environment.
Home in Wellfleet

Rum Runner’s Shack @ Historic Downtown Wellfleet

Located in Wellfleet Center, enjoy this sublime 528 sq. foot cottage - only 10 minutes from beaches and ponds in any direction. Near Winslow's Tavern, Wellfleet Marketplace, Hatch's, Uncle Tim’s Bridge, Mac's Shack and Wicked Oyster. This 1925 bungalow is the perfect site for a couple or a family 2 adults/2 young children - NOT 4 adults. Linens, ac, cable provided. Parking for ONE vehicle. June - Sept =7 day minimum with Sunday check-in. No pets or 3rd party booking.

ValueLocationAir conditioning

4.99 out of 5 average rating, 208 reviews
Top Guest favourite
A charming cottage is nestled on a hillside, surrounded by lush greenery. The exterior features a light wood facade and a welcoming front porch with seating. The landscaped yard is manicured, offering a natural setting that blends harmoniously with the surrounding environment.
Cottage in Wellfleet

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 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)

ValueFamilyAccuracy

4.95 out of 5 average rating, 319 reviews
Top Guest favourite
A cozy living area is presented with light-colored walls and wooden floors. Comfortable seating includes two upholstered chairs and a sofa with a neutral cover. A coffee table sits in front, and the open kitchen is visible in the background, enhancing the space's inviting nature.
Home in Truro

Cape Cod Getaway 2 Bedroom Cozy Home

Newly updated in March 2023 with new white interior paint, new black doorknobs and cabinet pulls and new blinds throughout the home. Fresh paint, updated hardware, some new small appliances and added new art but same Cape cottage charm! NOTE: Weekly rentals mid-June through mid-September- Linens and towels are not provided. During this time (Mid June through Mid September, check in and out are on Saturdays.

ValueLocationAmenities

4.91 out of 5 average rating, 281 reviews
Guest favourite
The exterior of the house is framed by vibrant pink flowering shrubs, showcasing a well-maintained yard. Solar panels are positioned on the roof, reflecting a commitment to sustainability. The entrance is marked by a set of steps leading up to a welcoming front door.
Home in Wellfleet

Beachside National Seashore Home with A/C

Beachside location (minutes walk to Lecount Hollow Beach) and comfort are everything for a great vacation. Stay at this cool (central A/C) and comfortable, updated home *within* the National Seashore in Wellfleet. Located on a private road off Ocean View Drive which runs along the Atlantic Ocean. Our road leads to a private path (for residents and guests) directly to LeCount Hollow Beach (minutes away).

ValueFamilyLaundry

4.83 out of 5 average rating, 53 reviews

Popular amenities for Wellfleet holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Wellfleet's top sights

The Beachcomber

270 locals recommend

Marconi Beach

101 locals recommend

Wellfleet Harbor

43 locals recommend

Great Island Trail

63 locals recommend

Lieutenant Island

10 locals recommend

Cahoon Hollow Beach

48 locals recommend

Other great holiday rentals in Wellfleet

Top Guest favourite
A charming Cape-style residence is surrounded by a spacious green lawn, framed by trees. The house features a sloping roof and a brick chimney, with large windows allowing plenty of natural light. A gravel driveway provides ample parking space.
Home in Wellfleet

The Wellfleet Beach House. Sleeps 6

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 33 reviews
Superhost
Home in Wellfleet

Steps to Lecount Hollow Beach!

FamilyLocationIndoor spaces

5.0 out of 5 average rating, 7 reviews
Guest favourite
The exterior of a charming cottage is showcased, featuring a picnic table with an umbrella and several adirondack chairs. The dark shingle siding complements the vibrant blue door, while the surrounding lawn is naturally landscaped and leads toward a pathway with kayaks nearby.
Home in Wellfleet

Sandy beach cottage on Wellfleet Bay

LocationValueSleep quality

4.94 out of 5 average rating, 16 reviews
Guest favourite
A modern home exterior is displayed, featuring a combination of wood siding and large windows. A staircase leads to a wrap-around deck, partially shaded by surrounding trees. The entrance door is framed by a glass panel, inviting natural light into the interior.
Home in Wellfleet

Drummer Cove Retreat - House in Wellfleet

FamilyLocationBathroom

5.0 out of 5 average rating, 19 reviews
Top Guest favourite
Home in Eastham

10 min walk to Beach - Amazing View & Huge Deck

LocationFamilyCleanliness

5.0 out of 5 average rating, 28 reviews
Guest favourite
A spacious kitchen features a stainless steel Viking range and white cabinetry. Soft natural light filters through large windows, illuminating a dining area with wooden chairs. Wood beams add character to the ceiling, creating a welcoming atmosphere for meal preparation and gatherings.
Home in Wellfleet

Private Cape Cottage + Peaceful Relaxing Property

ValueLocationIndoor spaces

4.96 out of 5 average rating, 55 reviews
Guest favourite
An aerial view showcases the scenic location of the home near Loagy Bay, surrounded by greenery. The coastline is visible, with tidal flats and water extending toward the horizon. The positioning of nearby roads and houses is discernible in the landscape.
Home in Wellfleet

Summer 2027 | New Weeks Dropping Every Saturday!

FamilyLocationWalkability

5.0 out of 5 average rating, 24 reviews
Guest favourite
Home in Wellfleet

Charming, Cozy Main-St Cottage

ValueLocationBeach

5.0 out of 5 average rating, 28 reviews

When is the best time to visit Wellfleet?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$360 AUD$363 AUD$407 AUD$420 AUD$401 AUD$472 AUD$539 AUD$539 AUD$411 AUD$358 AUD$401 AUD$432 AUD
Avg. temp0°C0°C3°C7°C12°C17°C21°C21°C18°C13°C8°C3°C

Frequently Asked Questions

  • What are the best places to stay in Wellfleet?

    Stays around the bay, Main Street, and near the Cape Cod National Seashore are frequently suggested for their proximity to beaches, local dining, and nature paths. Rentals ranging from cottages to larger homes are available.

  • What are the best things to do in Wellfleet with kids?

    Families often enjoy tidepooling at local beaches, hiking short trails in the Cape Cod National Seashore, and browsing exhibits at the Wellfleet Bay Wildlife Sanctuary. Mini golf and art workshops around town offer varied activities for all ages.

  • What are some of the best things to do in Wellfleet?

    Explore Wellfleet’s shops and galleries, stroll the beaches along the Cape Cod National Seashore, or kayak in local ponds and marshes. Visiting the harbor and attending a local farmers market are frequently suggested.

  • How is the weather in Wellfleet?

    Wellfleet has cold winters around 25–44°F (-4–7°C), milder springs, and warm summers near 63–76°F (17–24°C). Occasional coastal breezes and variable rainfall make layering a good choice year-round.

  • When is the best time to visit Wellfleet?

    Late spring through early autumn is often recommended, with warmer temperatures and seasonal festivals like OysterFest and art fairs. Winters are quieter, with milder days for walks along less crowded beaches.

  • What are the best places to visit in Wellfleet?

    Explore the Cape Cod National Seashore, stroll through Main Street shops, and visit the Wellfleet Bay Wildlife Sanctuary. The harbor area and local art studios are also frequently suggested for visitors.

  • What are some hiking trails in Wellfleet?

    Visitors explore nature trails in the Cape Cod National Seashore and Wellfleet Bay Wildlife Sanctuary, which feature coastal views and opportunities for bird watching. Forest paths and pond-side walks are also popular.

  • What are some family activities we can do in Wellfleet?

    Families can visit the Wellfleet Bay Wildlife Sanctuary, play mini golf, explore tidepools at town beaches, or join art workshops at local studios. Nature trails and farmers markets are popular options as well.

  • What are some of the best day trip ideas from Wellfleet?

    Explore nearby towns for arts and coastal charm, visit lighthouses, or enjoy fresh seafood at local markets around Cape Cod. Provincetown is often recommended for its galleries and vibrant culture.

  • Are there any pet friendly accommodations available in Wellfleet?

    Many vacation rentals and stays in Wellfleet welcome pets, particularly near the beaches and in residential neighborhoods. Leashed dogs are commonly seen at outdoor cafes and walking trails.

  • What are some local tips for visiting Wellfleet?

    Explore both the bustling Main Street and quieter art galleries around town, and consider timing outdoor plans for early morning or late afternoon for gentler sun. Oyster season inspires many local menus, and layering up is helpful due to coastal breezes throughout the year.

  • What is Wellfleet known for?

    Wellfleet is known for its distinctive oysters, tidal marshes, and vibrant art community. The town has scenic beaches, historic architecture, and access to the Cape Cod National Seashore.

  • What are the best hidden gems to explore in Wellfleet?

    Quiet walking trails in the Wellfleet Bay Wildlife Sanctuary, tucked-away art studios, and lesser-known ponds for kayaking or swimming are often highlighted. Wandering local back roads can reveal small, family-run shops.

  • What are the best foods to try in Wellfleet?

    Local oysters and other shellfish are highlights, along with New England clam chowder, lobster rolls, and traditional seafood dishes. Bakeries and markets around town feature homemade pies and locally roasted coffee.

  • What should I bring for a trip to Wellfleet?

    Pack layers for changing weather, sunscreen for beach days, and shoes suitable for sand or short hikes. If visiting in cooler months, a windproof jacket is helpful, as coastal temperatures range widely throughout the year.

  • What is the nightlife in Wellfleet like?

    Nightlife in Wellfleet features casual venues, live music at local bars, and performances at theaters such as the Wellfleet Harbor Actors Theater. The scene is relaxed, blending arts events with seasonal gatherings.

  • What are the most popular events or festivals in Wellfleet?

    The Wellfleet OysterFest draws many guests in autumn, highlighting local seafood and crafts. Art shows and performances are common in summer, and farmers markets are frequent seasonal gatherings.

  • Are there family friendly vacation rentals in Wellfleet?

    Vacation rentals in Wellfleet often include family-friendly amenities like spacious layouts, kitchen access, and outdoor space. Areas near Main Street, bayside neighborhoods, and the Cape Cod National Seashore are frequently suggested for families.

Destinations to explore