Holiday Rentals in Wellfleet, MA

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Wellfleet, MA holiday rentals
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769 Holiday rentals and Airbnb in Wellfleet, MA

Best family friendly Wellfleet, MA holiday rentals

Among the 769 accommodations in Wellfleet, MA, here are the 4 best family friendly rentals

Fully Updated 4br 2.5b Patio Playset & Fireplaces Great Location Ac Linens Incl. - Wellfleet, MA
9.7 151 reviews

Fully Updated 4br 2.5b Patio Playset & Fireplaces Great Location Ac Linens Incl.

apartment, Wellfleet
This family-friendly holiday home is located in Wellfleet, just 1.6km from Cape Cod National Seashore, Long Pond Beach, and Gull Pond, as well as the Wellfleet Historical Society Museum and Wellfleet Preservation Hall. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The house has four bedrooms and is 167 square metres in size. It provides a range of amenities including a fully equipped kitchen, a fireplace, a terrace, a garden, a tennis court, and a games room.
Gardens And Yard W/ Playset; Near Paths To Ponds! - Wellfleet, MA
10 61 reviews

Gardens And Yard W/ Playset; Near Paths To Ponds!

apartment, Wellfleet
This Wellfleet cottage, a former schoolhouse dating from 1900-1938, is situated on Route 6, less than 1.6km from the town centre and within 1.6km of the Rail Trail, Dyer Pond, and Duck Pond.
Sleeping four guests, this two-bedroom, one-bathroom property boasts a kitchen with dishwasher, air conditioning, a private garden with a deck, Weber grill, and playset, plus a dedicated office space; nearby activities include exploring the Wellfleet Bay Wildlife Sanctuary.
Classic Cape Cod Beach Cottage Steps To Private Beach Or Stroll To Town! A/c ! - Wellfleet, MA
9.9 48 reviews

Classic Cape Cod Beach Cottage Steps To Private Beach Or Stroll To Town! A/c !

cottage, Wellfleet
This charming 1940s cottage is located just a short walk, or a 1.5 km bike ride, from the heart of Wellfleet, offering easy access to the town's restaurants, shops, and attractions. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The 41 square metre cottage comfortably sleeps 5 guests in two bedrooms and one bathroom. It is equipped with a private deck, BBQ, outdoor shower, and direct access to a secluded beach, ideal for swimming, kayaking, canoeing, and enjoying the peaceful surroundings.
Relaxing Clean Cozy Spacious Artsy  S. Wellfleet Home Delightful Inside And Out - Wellfleet, MA
9.8 32 reviews

Relaxing Clean Cozy Spacious Artsy S. Wellfleet Home Delightful Inside And Out

apartment, Wellfleet
This South Wellfleet holiday home, situated on a private acre close to Wellfleet's best beaches and a short drive from attractions such as Poit's Lighthouse Mini Golf and Arnold's Mini Golf, offers a tranquil escape.
This spacious four-bedroom property, boasting 158 square metres of floor area, features a fully equipped kitchen, two bathrooms, and accommodates up to seven guests, with amenities including a private outdoor shower and ample parking for vehicles, even those towing boats.

Best Wellfleet, MA holiday rentals with a pool

Among the 769 accommodations in Wellfleet, MA, here are the 4 best rentals with a pool

Private Pool And Close To Marconi Beach - Stunning Coastal Retreat - Wellfleet, MA
No reviews

Private Pool And Close To Marconi Beach - Stunning Coastal Retreat

house, Wellfleet
Bluefish Burrow, a detached guesthouse in Wellfleet's woods, is a short cycle ride from Marconi Beach and Lecount Hollow Beach, offering direct access to the Cape Cod Rail Trail.
This family-friendly holiday let accommodates up to 12 guests with 4 bedrooms and 3 bathrooms, featuring a private swimming pool, a well-equipped kitchen, air conditioning, and an outdoor shower, alongside a fire pit on its sprawling property.
Private Pool And Close To Marconi Beach! - Wellfleet, MA
9.7 34 reviews

Private Pool And Close To Marconi Beach!

apartment, Wellfleet
This spacious estate, located in the woods of Wellfleet, is a short bike ride from Marconi Beach and Lecount Hollow Beach, with easy access to the Cape Cod Rail Trail. The property comprises a main house and a separate guest house, offering 279 square metres of living space, four bedrooms, and a capacity of 12 guests, with amenities including a private pool, a well-equipped kitchen, and a dog-friendly policy.
Cape Home W/oceanview, Roof Deck Pool & Hot Tub - Wellfleet, MA
9.8 6 reviews

Cape Home W/oceanview, Roof Deck Pool & Hot Tub

apartment, Wellfleet
This Wellfleet holiday flat is located minutes from the Cape Cod National Seashore, providing convenient access to beaches, hiking trails, and seaside villages.
This five-bedroom, six-bathroom property accommodates ten guests and features a private outdoor swimming pool, a 93 square meter rooftop deck for stargazing, and is ideal for outdoor pursuits like hiking and biking.
Spacious Home With Private Heated Pool (2389) - Wellfleet, MA
10 2 reviews

Spacious Home With Private Heated Pool (2389)

apartment, Wellfleet
This five-bedroom, three-bathroom Wellfleet holiday home, situated off the beaten track, offers convenient access to Wellfleet's Commercial Street and the Cape Cod National Seashore, though precise distances are unspecified.
Sleeping up to ten guests, this three-storey property boasts a private heated swimming pool (open July-August), expansive screened porch, fully equipped kitchen, multiple dining areas, and driveway parking for three cars; pets are welcome (additional fee applies, but not permitted in the pool area).

Frequently asked questions about holiday rentals in Wellfleet, MA

  • What are some interesting places to visit in or near Wellfleet, MA?

    Wellfleet has a lot to offer! You can visit the Wellfleet Harbor, a beautiful spot to watch the sunset, or explore the Cape Cod National Seashore, which has miles of beaches and hiking trails. For a taste of history, head to the Wellfleet Historical Society Museum, which showcases the town's rich past.
  • What are the best Airbnb and holiday rentals in Wellfleet, MA?

  • Which walking or cycling routes are the best in Wellfleet, MA?

    The paved bike path along the bay is a great option for a leisurely cycle, and it's perfect for all ages. If you're looking for a longer ride, the Cape Cod Rail Trail runs all the way from Dennis to Wellfleet, offering beautiful views of the countryside. For a scenic walk, try the trails at the Cape Cod National Seashore, particularly the ones leading to the Great Island National Wildlife Refuge.
  • What are the most popular Airbnbs in Wellfleet, MA?

  • What sports or outdoor activites can visitors enjoy in and around Wellfleet, MA?

    Wellfleet is a paradise for outdoor enthusiasts! You can enjoy swimming, sunbathing, and surfing at the many beaches, like Marconi Beach or Newcomb Hollow Beach. Kayaking and paddleboarding are also popular activities in the bay. For a more adventurous experience, try hiking or biking through the Cape Cod National Seashore.
  • What are the best holiday rentals with a pool in Wellfleet, MA?

    Rock On Wellfleet, Cozy Cottage - Bike Trail - Indoor Pool Access and Hatches Creek Sanctuary are the best holiday rentals with a pool in Wellfleet, MA.

  • What other towns or cities can be easily accessed from Wellfleet, MA?

    Wellfleet is conveniently located near other charming towns on Cape Cod. You can easily drive to Provincetown, known for its vibrant art scene and bustling waterfront. Truro, just north of Wellfleet, offers stunning beaches and a more tranquil atmosphere.
  • What are the best rentals for families and kids in Wellfleet, MA?

  • What amenities are commonly available in vacation rentals in Wellfleet, MA?

    Vacation rentals in Wellfleet usually come equipped with basic amenities like a kitchen, bathroom, and bedrooms. Many also offer extras like laundry facilities, Wi-Fi, and outdoor spaces such as decks or patios. Some rentals even have access to private beaches or swimming pools.
  • What are the best rentals or Airbnbs with a jacuzzi in Wellfleet, MA?

  • What time of year is best to rent a vacation rental Wellfleet, MA?

    The best time to visit Wellfleet depends on your preferences. Summer is the peak season with warm weather and plenty of sunshine, but it's also the busiest time. If you prefer a quieter experience, consider visiting during the shoulder seasons, spring or autumn, when the weather is still pleasant and the crowds are smaller.
  • What are the local dishes in Wellfleet, MA region?

    Wellfleet is famous for its fresh seafood, especially oysters. You can find them served raw, grilled, or in a variety of dishes. Another local favourite is the clam chowder, which is often served in a bread bowl. Don't forget to try the local lobster rolls, a classic Cape Cod delicacy.

Popular destinations

Best Wellfleet, MA holiday rentals with a balcony

Charming Home By The Cape With Firepit, Fast Wifi, & Washer/dryer - Wellfleet, MA
10 7 reviews

Charming Home By The Cape With Firepit, Fast Wifi, & Washer/dryer

apartment, Eastham
This Eastham residence is centrally located, offering easy access to local amenities, a scenic bike trail, and beaches just 1.6 kilometres away and 4 kilometres from the Atlantic coast.
This spacious four-bedroom flat, covering 133 square metres, accommodates up to eight guests with a well-equipped kitchen, air conditioning, private garden, terrace, and a backyard firepit.
2 Bedroom Private Apt. In 1825 Whaler's Home On Duck Creek - Wellfleet, MA
8.4 8 reviews

2 Bedroom Private Apt. In 1825 Whaler's Home On Duck Creek

apartment, Wellfleet
This Wellfleet apartment, situated a short walk from restaurants, Wellfleet Harbour, and Mayo Beach, offers easy access to Main Street and is close to the Wellfleet Preservation Hall and Marconi Station.
The newly renovated two-bedroom flat sleeps four, features a fully equipped kitchen with dishwasher, a modern bathroom, original hardwood floors, a shared deck, and coin-operated laundry facilities; kayak/paddleboard storage is available nearby at Duck Creek.
Beach & Town Walkable:family Friendly Cape Getaway - Wellfleet, MA
9.6 19 reviews

Beach & Town Walkable:family Friendly Cape Getaway

apartment, Eastham
This Eastham holiday home is situated within 3.2km of Campground Beach and Thumpertown Beach, offering easy access to Cape Cod's coastline.
The four-bedroom, four-bathroom property sleeps eight guests and boasts a fully equipped kitchen, private balcony, garden, free Wi-Fi, and parking; limited housekeeping is provided.
600 Feet To Private Association Cape Cod Bay Beach (2266) - Wellfleet, MA
9.6 12 reviews

600 Feet To Private Association Cape Cod Bay Beach (2266)

apartment, Eastham
This professionally decorated beach house, featured in Veranda Magazine, is located in Eastham, just 183 meters from a private Cape Cod Bay beach, and is a short distance from Eastham Windmill and The Three Sisters Lighthouses.
This spacious 300 square meter holiday home accommodates up to 12 guests in four bedrooms, boasting a large kitchen, a finished basement with a 75" TV, driveway parking for four cars with EV charging, and an outdoor shower, offering excellent amenities for a memorable stay.

Best Wellfleet, MA holiday rentals with parking

Shell City On Lt Island - Wellfleet, MA
9.6 7 reviews

Shell City On Lt Island

apartment, Wellfleet
This Wellfleet seaside property is a short walk (less than 2.4km) from Lieutenant Island and South Lieutenant Island Beach, and within 4.8km of Cape Cod National Seashore and White Cedar Swamp.
This 167 square metre house offers three bedrooms, two bathrooms, sleeps eleven guests, and includes a fully equipped kitchen, Wi-Fi, a patio, barbecue, and parking.
Iconic Brownie's Cabin, Close To Everything! (Cs0046) - Wellfleet, MA
10 1 review

Iconic Brownie's Cabin, Close To Everything! (Cs0046)

cottage, Wellfleet
This cottage is located in Wellfleet, approximately 3.2 kilometres from the village centre, near walking trails and the bike path, and close to Wellfleet Preservation Hall and Marconi Station.
This two-bedroom dwelling accommodates up to four guests and features a newly renovated kitchen with an island, an enclosed outdoor shower, and Wi-Fi.
Open Cape Style Home With Charming Gazebo (1237) - Wellfleet, MA
9.6 16 reviews

Open Cape Style Home With Charming Gazebo (1237)

apartment, Wellfleet
This Wellfleet holiday home, near Lieutenant Island, offers easy access to both the bay and the ocean, providing diverse watersports opportunities.
The 1262 sq ft property sleeps six, boasting three bedrooms, two bathrooms, a garden, parking, and amenities including a ping-pong table, horseshoe pit, gazebo, gas grill, and an enclosed outdoor shower; a washer/dryer is also provided within the dwelling.
15 Min Walk To Beach W/ Kayaks! - Wellfleet, MA
No reviews

15 Min Walk To Beach W/ Kayaks!

house, Wellfleet
This detached house in Wellfleet offers a private escape within the beach forest, located 1.6 kilometres from Wellfleet Harbour and a short drive to Marconi Beach.
This dog-friendly property accommodates up to six guests across three bedrooms and two bathrooms, featuring a fully equipped kitchen, air conditioning, parking, and a game room with billiards, foosball, air hockey, and ping pong, plus two kayaks for exploring 1.3 kilometres of Old Wharf Point.
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