Holiday Rentals in Eastham, MA

1119 available vacation rental offers

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Eastham, MA holiday rentals
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Best Holiday rentals and Airbnb offers in Eastham, MA

Best family friendly Eastham, MA holiday rentals

Among the 1119 accommodations in Eastham, MA, here are the 4 best family friendly rentals

The Bay Cottage On Thumpertown Beach - Eastham, MA
9.8 13 reviews

The Bay Cottage On Thumpertown Beach

cottage, Eastham
This Eastham holiday let is situated a mere 4-minute walk from Thumpertown Beach, offering convenient access to the bay and nearby freshwater kettle ponds and the Cape Cod Rail Trail.
This 2-bedroom lodge, accommodating up to 4 guests within its 33 square meter floor area, boasts a full kitchen, air conditioning, a swimming pool, a garden with a bocce court, and an outdoor shower.
Beautiful Oasis With Pool And Spacious Living - Stunning Family Retreat - Eastham, MA
No reviews

Beautiful Oasis With Pool And Spacious Living - Stunning Family Retreat

house, Eastham
This Eastham property, situated on the mid-Cape, offers convenient access to attractions such as Provincetown and Chatham, with Truro Vineyards also a short drive away.
This family-friendly detached house sleeps eight and features four bedrooms, three bathrooms, a private unheated swimming pool open from Memorial Day to Labor Day, and a spacious fenced garden, ideal for those seeking a comfortable base for exploring the region.
Amazing, Private 3 Bedroom Walk To The Beach!! - Eastham, MA
9.9 47 reviews

Amazing, Private 3 Bedroom Walk To The Beach!!

apartment, Eastham
This family-friendly apartment is located in Eastham, just a 10-minute walk from Cape Cod Beaches, Campground Beach, and Thumpertown Beach, with Arnold's Mini Golf and Wiley Park Beach within a 3km radius. The property has received excellent ratings for location, cleanliness and overall experience.
The apartment has three bedrooms, one bathroom and a total floor area of 102 square metres. Guests can enjoy a private garden, a spa, parking, internet access and a fully equipped kitchen with a fridge, freezer and microwave.
Spacious Eastham Getaway - Eastham, MA
No reviews

Spacious Eastham Getaway

apartment, Eastham
This Eastham holiday home, near bayside beaches (8km), National Seashore beaches (13km), and Great Pond Beach (less than 1.6km), offers convenient access to local attractions.
Sleeping up to ten guests in three bedrooms plus an office, this spacious property boasts a private yard with a covered deck, outdoor shower, firepit, bocce court, a well-equipped kitchen, and family-friendly amenities including beach equipment and children’s items; two Roku TVs and board games provide indoor entertainment.

Best Eastham, MA holiday rentals with a pool

Among the 1119 accommodations in Eastham, MA, here are the 2 best rentals with a pool

Beautiful Spacious Family Retreat W Pool - Eastham, MA
8.8 4 reviews

Beautiful Spacious Family Retreat W Pool

house, Eastham
This four-bedroom house is located in Eastham, a 2.7km walk from Dyer Prince Beach and an 8.4km drive from Nauset Lighthouse. The property has received excellent ratings for location, cleanliness, and user experience.
This spacious holiday home spans 288 square metres and comfortably accommodates eight guests. Amenities include a private swimming pool, a fully equipped kitchen, a garden, and free Wi-Fi.
Beautiful Spacious Family Retreat W/ Pool! - Eastham, MA
9.7 38 reviews

Beautiful Spacious Family Retreat W/ Pool!

apartment, Eastham
This property is located just 1.1 kilometres from Cape Cod Beaches and within 5 kilometres of several local attractions, including the Edward Penniman House and Barn, Eastham Windmill, First Encounter Beach, and the Church of the Transfiguration Orleans. It boasts excellent user, location, and cleanliness ratings.
This 4-bedroom holiday home can accommodate up to 8 guests and spans 288 square metres. It features a private pool, a terrace, a garden, a fully equipped kitchen, a washing machine, and parking.

Frequently asked questions about holiday rentals in Eastham, MA

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

    Eastham is a great place to visit for nature lovers. You can visit the Cape Cod National Seashore, a beautiful stretch of coastline with beaches, dunes, and forests. You can also visit the Nauset Light, a historic lighthouse that offers stunning views of the Atlantic Ocean. There are also plenty of other things to see and do in Eastham, including visiting the Eastham Windmill, exploring the Cape Cod Rail Trail, and taking a ferry to the nearby islands.
  • What are the best Airbnb and vacation rentals in Eastham, MA?

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

    The Cape Cod Rail Trail is a popular choice for walking and cycling. It's a paved, 35-kilometre-long trail that runs through Eastham and several other towns on Cape Cod. The trail is flat and easy to navigate, making it a great option for families with young children. There are also a number of shorter walking trails in Eastham, including the Nauset Marsh Trail and the Coast Guard Beach Trail.
  • What are the most popular Airbnbs in Eastham, MA?

    Among the Airbnbs in Eastham, MA, Cute Cottage Living By The Sea, Cape Cod Suite Near Private Beach and Eastham Escape are the most popular ones.

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

    Eastham is a great place to enjoy outdoor activities. You can go swimming, sunbathing, and surfing at the beaches. You can also go kayaking, paddleboarding, and windsurfing in the bay. If you like hiking, there are many trails to explore in the Cape Cod National Seashore. You can also go birdwatching, fishing, and whale watching in the area.
  • What are the best vacation rentals with a pool in Eastham, MA?

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

    Eastham is well-connected to other towns and cities on Cape Cod. You can easily drive to nearby towns like Wellfleet, Truro, and Orleans. You can also take the Cape Cod Regional Transit Authority bus to other towns and cities on the Cape. If you want to explore further afield, you can take a ferry to Nantucket or Martha's Vineyard.
  • What are the best rentals for families and kids in Eastham, MA?

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

    Vacation rentals in Eastham typically have a range of amenities, depending on the property. Common amenities include a kitchen, bathroom, bedrooms, living room, and outdoor space. Some vacation rentals may also have amenities like a swimming pool, hot tub, or fireplace. You can find vacation rentals with different levels of luxury and amenities to suit your needs and budget.
  • What are the best rentals or Airbnbs with a jacuzzi in Eastham, MA?

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

    The best time to rent a vacation rental in Eastham depends on your preferences. Summer is the most popular time to visit, but it can be crowded and expensive. If you're looking for a more relaxed experience, consider visiting in the spring or autumn. The weather is still pleasant during these seasons, and the crowds are smaller. You can find some great deals on vacation rentals during the off-season.

Popular destinations

Best Eastham, MA holiday rentals with a balcony

Brand New Luxury 5 Bed Home - Eastham, MA
No reviews

Brand New Luxury 5 Bed Home

house, Eastham
This five-bedroom detached house is located in Eastham, 1.9 kilometres from Coast Guard Beach and 38.6 kilometres from Cape Cod Gateway Airport.
This detached house offers 358 square metres of living space with accommodation for up to 23 guests, featuring air conditioning, a fully equipped kitchen, private parking, a hot tub, and a sauna.

Best Eastham, MA holiday rentals with parking

Beautiful Home On Bike Path | 2 Mi To Nauset Light - Eastham, MA
10 3 reviews

Beautiful Home On Bike Path | 2 Mi To Nauset Light

apartment, Eastham
This recently renovated three-bedroom, two-bathroom holiday home in Eastham offers direct access to the Cape Cod Rail Trail and is a short drive to Nauset Light Beach and First Encounter Beach.
This property sleeps six guests and features air conditioning, a fully equipped kitchen with a dishwasher, and an outdoor shower, with essential beach gear provided for your convenience.
Cape Cod Tree House Retreat - Eastham, MA
9.4 190 reviews

Cape Cod Tree House Retreat

house, Eastham
This charming treehouse is located in Eastham, just a short drive from the Cape Cod National Seashore beaches, including Coast Guard, Nauset Light, and Marconi. It's also within 32 kilometres of Provincetown and close to the Cape Cod Rail Trail. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The treehouse offers a unique and memorable stay for couples or solo travellers. It includes a comfortable queen-sized bed, a daybed and sleeper loveseat, a fully equipped kitchen, a private fire pit, a shared Bocci/horseshoe court, and a spacious deck with outdoor seating and a grill.
3 Bedroom House, Close To The Beach And Beech Forest. - Eastham, MA
8.2 12 reviews

3 Bedroom House, Close To The Beach And Beech Forest.

apartment, Eastham
This Eastham holiday home, a short 8km drive from both the Atlantic Ocean and Cape Cod Bay, offers easy access to local beaches and attractions.
The 186 square metre property boasts three bedrooms, two bathrooms, sleeping up to six guests, and features a fully equipped kitchen, garden, air conditioning, two smart TVs, ample parking, and beach essentials.
Quiet Private 3-building Retreat With Marsh Views - Eastham, MA
9.8 9 reviews

Quiet Private 3-building Retreat With Marsh Views

apartment, Eastham
Marsh’s Edge Cottage, near Eastham, Massachusetts, is a short 8km drive or cycle from South Sunken Meadow Beach.
This renovated two-bedroom holiday home sleeps four, offering a fully equipped kitchen, two bathrooms, plus additional outdoor showers and a separate hangout cottage with TV and Sonos sound system; laundry facilities are also provided.
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