House holiday rentals in Eastham

“Rooster Cottage and Gardens” Entire Private Home

Rooster Cottage and Gardens is located on a quiet street in Brewster. The home has many new features including updated kitchen and new furniture. Distance to Cape Cod Bay, 4 mi.; Atlantic Ocean, 7 mi.; Ptown, 23 mi. For travel nurses, we are 13 miles from Cape Cod Hospital. There are nearby stores, bakeries, restaurants, and the excellent Brewster Ladies Public Library. The porch overlooks the private gardens. We love gardening and try for interesting views & foraging for birds even in winter.

Large, Cozy, Walk to beach, Central AC, Game room

This classic, large Cape Cod house is just perfect for friends or a family reunion. The beautiful Thumpertown Beach is 0.3 miles or a 5-10 min slow stroll down the street. The house is large enough to accommodate everyone comfortably and has a convenient layout that also provides plenty of privacy. There is central A/C that covers the entire house, all rooms have hardwood floors, newer beds, comfortable mattresses and quality pillows. New 18x24 deck has Polywood furniture and Weber gas grill.

SEAclusion! Walk to Bay Beach!

Steps to private bay or public beach. Beautiful sunsets! Local restaurants and shops. Nationally ranked ocean beaches just minutes away. Biking trails and kayaking nearby. A/C and heat. Electric fireplace for cozy nights. Eastham is a quiet with several ocean and bay beaches, a host of kettle ponds, pretty country lanes, panoramic views of Cape Cod Bay and the Atlantic Ocean, and lots of wide-open space for nature lovers. The Audubon Sanctuary in Wellfleet and Cape Cod Rail Trail are nearby.

Sweetbriar ~ Charming Cape Cottage ~ Dog-Friendly!

Discover Sweetbriar, a 1940s two-bedroom 600 sqft Cape Cod retreat in Eastham’s peaceful Cottage Grove. Minutes from First Encounter Beach and Fort Hill, this cozy, dog-friendly cottage blends classic charm with modern comfort. Relax on the private deck, explore scenic bike trails, and unwind in a warm, inviting space. With easy access to beaches, villages, and nature, Sweetbriar offers the perfect escape for unforgettable Cape Cod days. Book now and experience the magic of the Cape!

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 can be provided in a basket or you are welcome to bring yours from home- just let us know. During this time (Mid June through Mid September, check in and out are on Saturdays.

Pond House~Waterfront Oasis W/Jacuzzi Tub

Brought to you by the Heart of Cape Cod, this year-round retreat on Minister’s Pond invites you to savor every season—summer paddles and sunporch lounging, autumn hikes and foliage views, winter nights by the fire, and spring mornings with coffee on the deck. With a master suite which includes a private balcony, a jacuzzi tub, and a peaceful waterfront setting, it’s a perfect escape for couples or families craving beauty, comfort, and quiet at any time of year.

The Sea Captain's Carriage House

The 1840s Carriage House has been beautifully remodeled. The first floor has a living room, dining area, kitchen, and powder room with washer/dryer. The backyard deck has seating for four and a Weber gas grill. Upstairs, the large, elegant bedroom features a king-sized bed, sitting area, reading nook/twin bed, writing desk, and ensuite bathroom with shower. The half acre property offers beautiful gardens for you to enjoy and a delicious outdoor shower.

Bayside Escape~Short Walk to the Beach (1/2 MILE)

Bayside Escape: Short Walk to the Beach. Newly Renovated. Discover the perfect blend of modern design and coastal charm at Bayside Escape, a newly renovated 3-bedroom, 1-bath home ideally situated on the bayside, just a half-mile from the stunning Campground Beach. This beautifully appointed vacation rental places you at the heart of Cape Cod’s summer fun, with easy access to local attractions, including The Landing for delicious ice cream and more.

A Cape Escape with Water Views from Every Room

Come enjoy our family vacation home! A beautiful, serene escape perched above the salt marsh - with lovely views from every room, and a huge 1,000 square foot outdoor deck. Sleeps 8 comfortably. A 10-minute drive to charming Wellfleet center, and just an 8-minute drive to ocean beaches. NOTE: BEDSHEETS, LINENS & BATH TOWELS ARE INCLUDED IN PRICE! This is our family ''getaway'' - a place of treasured memories. We hope it can be the same for you!

Waterfront Modern Home in Eastham, on a Pond

Escape to this peaceful 2BR home in Eastham, where your backyard leads right to a serene pond—perfect for morning coffee, paddleboating, or simply relaxing by the water. Located near beaches, trails, and local spots, this cozy getaway offers comfort and nature all in one. Enjoy a fully equipped kitchen, spacious living area, and beautiful views right outside your door. Ideal for couples, families, or friends seeking a Cape Cod retreat.

Priv. Hot Tub-King Bed-Fireplace-Season pond view

Cue up the violins, scatter the rose petals, pop a bottle of bubbly and tap into your romantic side. Perfect for an engagement, honeymoon, celebrating an anniversary, or getting away for Valentine's Day. This quiet seaside community has many offerings. Hike or Bike, walk the beach, roast Marshmallows by the fire or enjoy a soak in the HOT TUB after an intimate candlelit dinner. Private King bedroom.

Stunning Cape Cod Escape

Stunning 3-bedroom, 3-bathroom Cape Cod getaway with a lush, manicured backyard, multiple outdoor seating options, an outdoor shower and close to beaches, hiking trails, excellent restaurants and all the Cape has to offer. The home is fully stocked: Kitchen equipment, linens, towels, beach chairs, etc. so you have everything you need to have a memorable, relaxing, adventurous, joyous vacation.