Fitness-friendly holiday rentals in Tisbury

Pilot House- The Famous Menemsha Inn Cottage

Pilot House is the Menemsha Inn Cottage made famous as the base camp for 50 summers for legendary life photographer Alfred Eisenstaedt. Full kitchen, living room with wood burning fireplace and Roku TV. It includes a private deck with chairs and a screened-in porch with a picnic table. Additional amenities include outside showers, BBQ grill, use of the inn's facilities, and walk-on or car passes to a choice of Chilmark's Private Beaches - Lucy Vincent or Squibnocket during beach pass season.

1.2 Acre Estate | Pool | Close to Beaches | Games

A beautifully maintained 1900s historic estate on expansive grounds with over 3,300 sq. ft. of living space, this 6-bed, 3-bath sanctuary blends historical elegance with Cape Cod charm! •Private Pool •2 miles to beach •Comfortably sleeps 12- perfect for groups & families •Family friendly (Pack N Play, toys, high chair) •Fully stocked kitchen •Two gas fireplaces •Ample outdoor & indoor games •Dedicated workspace •Outdoor dining & fire pit •Peloton and gym equipment •Poker table •Smart TV's

Stylish home with beach pass, close to everything

Modern home near Dowses and Craigville beach, Ropes and Loop beach (2.3 miles) with pass included for all ponds, lakes and beaches in Barnstablle. Beautiful 3 br ranch. Brand new Central AC and heating system, furniture, beds and kitchen appliances. Private fenced yard with deck, BBQ, fire pit, plenty of seating, outdoor shower. 2.5 mi to Joshua pond, North Pond- for fishing and Wequaquet Lake for swimming. Main st Hyannis restaurants and clubs, Cape Cod Mall. Fast internet, cable, smart TV.

"Wharf Cottage" Idyllic Cape in Yarmouth Port

Immerse yourself in this idyllic cottage and amazing gardens - Quintessential Cape Cod at its best. Located north of 6A and across from the water in one of the nicest neighborhoods on Cape Cod you are a stones throw from everything. Walk to the beach up the road. Coffee Shop and three fabulous restaurants just a walk. Or never leave the private back garden featured on the Annual Hydrangea Festival garden tours. This two bedroom cutie awaits. (PS - Not your average vacation rental!!)

New Seabury Retreat. Butchart Gardens' Inspired

A Tranquil Escape in New Seabury 5-Bedroom Cape Cod Home with Garden Oasis Inspired by Butchart Gardens Welcome to your year-round retreat, tucked away in a private setting among towering oaks in the heart of New Seabury, Cape Cod. This beautifully maintained 5-bedroom home offers the perfect blend of coastal charm and modern comfort. Step outside into your own slice of paradise—a professionally designed garden inspired by the world-famous Butchart Gardens of Victoria, British Columbia.

Sandy Pause - Less than 5 min walk to beach!

Less than 5 minute walk to the beach!! Conveniently located in West Yarmouth, this house is within 2 miles of downtown Hyannis, the Nantucket/MV Ferry, and several beaches. The house is cozy yet spacious. Whether you want to enjoy your morning coffee at the breakfast bar or sit and play games inside, the house has all the space and everything you need for entertaining. Great for big family or group gatherings! Enjoy all the beach has to offer, especially the epic sunsets!

Cape Cod Retreat by the Beach

★☆ ABOUT OUR HOME ☆★ 🏡 Welcome to your perfect coastal escape! This spacious 2,000 sq ft retreat is nestled in a quiet, peaceful neighborhood just minutes from the beautiful 🌊 Old Silver Beach. 🍳 Enjoy a fully stocked kitchen for easy home-cooked meals, 🎮 a fun game room for memorable nights, and 🌿 a private backyard oasis featuring a 🔥 fire pit, 🍔 grill, and 🛝 playset—perfect for families, friends, and relaxation. 🌅 Your ideal Cape getaway starts here. ✨

Opulent Private Waterfront Escape, Family Friendly

Welcome to The Wandery! Escape to the Cape and experience the perfect balance of relaxation and recreation at this spacious and private lakeside retreat! Nestled on a quiet street just minutes from Ocean beaches, shopping, and dining, this beautifully appointed home offers generous indoor and outdoor living areas, ideal for families or groups. Waterfront on Johns Pond Mashpee Commons – 7 min New Seabury Country Club – 7 min Explore Mashpee magic & Learn More Below!

Cape EsCape:2 Rm Private Suite, EZ walk to beaches

Magical ALL year ‘round. location, Location, LOCATION; comfy, contemporary newly renovated (‘21) private bedrm & family rm 0.4mile from neighborhd river-beach, 0.9mi from row of ocean beaches, hiking trails, live theater, everywhere. Separate private entrance. A/C. Queen bed. Outside space with picnic table, chairs, & hammock. Beach chairs provided. W/in 5 min walking distance of bakeries, mini-golf, restaurants, shopping, bike trail, kayaking, & more.

New Seabury home, private yard, great location

- Within walking distance of Popponeset Inn, Marketplace, The Lure/The Raw Bar - Convenient accommodation for New Seabury weddings - South Cape Beach is just 1.5 miles away - Updated in 2023, this home boasts new siding, new patio doors and many more - Central AC - Brand new furniture in the house - Outdoor shower -Fully-equipped kitchen with a Nespresso Machine - Large outdoor deck w/ BBQ - Attached garage - Large backyard with a fire pit

Modern Cozy Cottage 5 min Walk to Beach

Escape to The Abigail Cottage in historic Sandwich on Cape Cod! This modern beach cottage comfortably fits families and groups. Enjoy peekaboo ocean views from the roof deck and a private, fenced yard. Just a 5-min walk to the beach, 9-min walk to the iconic Sandwich boardwalk, and 10-min walk to Treehouse Brewery (open every day all year). The Abigail Cottage is filled with high-end touches for your perfect year round Cape Cod getaway.

Charming W. Tisbury Studio Guest Cottage

Charming rustic studio guest cottage with a private yard and outdoor shower, a perfect getaway. Walking distance to North Tisbury Farm and Market and State Road Restaurant and short ride to the small town of West Tisbury where you can check out Alley’s general store or get a great sandwich at 7a’s takeout. Ten minutes to Vineyard Haven and centrally located to all island destinations and many of the scenic Vineyard hiking trails.