
Places to stay near Cape Cod Winery
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Top-rated holiday rentals near Cape Cod Winery
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Charming Studio + Deck + Fast Wifi at The Shire
The Shire, Falmouth, MA A charming mid-century property surrounded by trees on a quiet side street. It has a unique character, with interesting nooks & crannies. 5-min drive to the beach. The Cupboard Atop the Stairs This studio is a private, comfortably appointed 2nd floor space. Wake up to the sound of birds, relax with a cuppa on your back deck, check in with life on hi-speed WiFi. Packed with modern efficiencies like a kitchenette, compact desk, USB outlets. This is everything you need!

Private Waterfront Home on Picturesque Pond
Welcome to this bright and airy waterfront home on beautiful Mares Pond. This tranquil property is the perfect place to spend some time away in a peaceful setting, and is set up wonderfully for multiple families. The house is perfectly located to enjoy all that Falmouth has to offer. Just 10 minutes to Falmouth ocean beaches, Falmouth Village shopping and restaurants. Drive or take the trolley to Woods Hole in less than 20 minutes, or hop on the ferry to Martha's Vineyard just down the road.

Fiddler's Green - families and pets welcomed!
Get ready to put your feet in the sand, then return to our outdoor shower, spacious deck & hammock to lounge your evening away! Enjoy our fire pit and grill. Walk 1 mi to Town Dog Park or Cape Cod Winery. Make Fiddler's Green your home base for Falmouth's dozen public beaches (three of which are less than 3 mi away), and Falmouth's quintessential town green (2.5 mi away), stores, churches, library, and epic local spots for food & beverages - Liam's Irish Pub, Añejo Mexican Bistro, etc.!

Stunning Spacious Cape Cod House with Water Views
In the heart of Falmouth, Cape Cod. Elegant spacious six bedroom home with salt water views. Huge deck and a large back yard for grilling and games. Great layout and separate spaces to enjoy the house with multiple family rooms and a separate game room with a ping pong table. Close to many shops and restaurants and the best of Falmouth beaches. Conveniently located minutes from Woods Hole ferries to the islands. Close to golf, tennis courts, bike paths, Ice cream and much much more.

The Driftwood Home, 5 min from Mashpee Commons, AC
- NOW PET FRIENDLY! - 15 min to Old Silver, South Cape, and Falmouth Heights beaches - 5 min to Mashpee Commons - 15 min to Falmouth Main St - 1600 square feet, built in 2014, w/ central AC - Large kitchen w/ all cookware and utensils - Outdoor deck with seating, fire pit, and grill - 55” Smart TV - 10 min to Shining Sea Bike Trail - Less than 10 min to Falmouth, Cape Cod, and Quashnet Valley Country Clubs - Centrally located to all of the Upper Cape - No parties or events!

Private Pond-side Cape Cod Home
Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Seacoast Shores Oasis-Steps From Private Beach Bay
Our 2,400 square feet family-friendly house located on the East Falmouth Seacoast shores awaits your arrival! It is located steps away from the private lush beach bay. Newly remodeled and furnished with an excellent yard space for grilling, relaxation, and games suitable for all ages! Our house features an outdoor hot tub, outdoor kitchen, grill, koi pond, fire pit, outdoor shower, spacious modern kitchen, and kayak ready for your enjoyment.

Comfortable Cape House In E. Falmouth
Recently updated cape home perfect for families or remote workers. Clean, calming styling with lots of small conveniences throughout the house. Perfect for working remotely. Newly fenced in back yard perfect for dogs! Designed for comfort and relaxation! Central Air; Easy Checkout! New kitchen counters and floors! I care about my house and I address all issues based on feedback from guests :)

Wings Neck Lighthouse
Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Cape Cod Cotuit Cottage, 3 Bed Near Beaches
5 star rental Cottage in the beautiful village of Cotuit! This quaint 3-bedroom cottage is perfect for a getaway for friends and family. It is just a short distance to nearby beaches, local market, walking trails, Cape Cod league baseball stadium, shopping and restaurants. Relax on the private patio area and enjoy the peaceful, natural setting. Bring along your dog too!

“Cozy Cottage” on Great Bay
Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Absolutely Adorable 4 Bedroom Ranch
Property is very close to beach at lovely, freshwater Jenkins Pond. This nicely furnished rental has a fabulous lower level family/TV room with add'l sleeping area and a full bath. Outdoors there is a large yard with a large deck and outside shower during the summer season. Minimum 2-night stay, rates may vary depending on season, weekly and monthly rate available.
Popular amenities for holiday rentals near Cape Cod Winery
Condo rentals with Wi-Fi

New Seabury Cape Condo | Pool & Beach Escape

113B Cutest! Walk to Beach, Town and Harbor!

Short walk to the Beach and Downtown Hyannis!

The 5 minute walk to beach Super Cute Beach Condo

Modern Downtown Condo!

Ocean Edge Resort/Pool access/2bedroom-2bath Condo

#1 Mermaid Haven Studio 300 yards to Glendon Beach

Seaview Cottage
Family-friendly house rentals

Quintessential Waterfront Historic Cottage

Newly Renovated! Seconds to sand, fire pit, A/C

Sunset Cove Beach

The Cape House

the cozy cape

Lake Shore Cottage - Waterfront with Beach Access

Brand New Pottery Barn Cape Escape with fire pit

1-Story Home, 1/2 Mile From Beach, Patio, Grill
Apartment rentals with air conditioning

Upscale suite w/ separate entrance.

Spacious 2 Bedroom Lakefront Suite

Private Safe Lovely Clean Space for 2 on Cape Cod

Your Private Garden

Sunny Studio Apartment on Martha's Vineyard

Cozy 3 bedroom apartment with King bed on Main St.

Spacious & bright, near beaches

☀️ Spacious and Bright -- The Sailboat Suite
Other great holiday rentals near Cape Cod Winery

The Sea-Cret Garden, Guest Apartment

Guest Suite in Historic Home

True Cape Cottage! 10 minutes away from beach.

Escape to the Cape for a bit!

Cape Cod Escape

Beautiful lakefront vacation property in Mashpee

Great Pond | Walk to Water, Hot Tub, Kayaks & Pets

Dreamy Falmouth Retreat Walk to Beach + Big Yard!
Destinations to explore
- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- Bonnet Shores Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- Saquish Beach
- Easton Beach
- Roger Williams Park Zoo
- Nauset Beach
- New Silver Beach
- Skaket Beach
- Popponesset Peninsula
- Cape Cod Canal
- Falmouth Heights Beach
- University of Rhode Island
- Pinehills Golf Club
- Race Point Beach
- Inkwell Beach
- The Breakers
- Second Beach





