Holiday rentals with lake access in Oak Bluffs

Woods Hole Village Waterfront: Thanksgiving -35%!

Our home is within easy walking distance to Stony Beach (2 mins; 0.1 mile), Woods Hole Park and Playground (3 mins), Woods Hole Science Aquarium (3 mins), Town Center, Martha's Vineyard Ferry, and the Shining Sea Bikeway (7 mins). You’ll love our home because it is newly-renovated, with spectacular views of Mill Pond, and given its tranquil, yet very central location, including a unique ambiance and diversity of locals. Our home is ideal for couples, business travelers and families (with kids).

Private Pool, near beaches, 3 BR/3 BA, Central Air

Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

Renovated pond view home near Lamberts Cove beach

Idyllic renovated farmhouse across from Seth's Pond and 0.6 miles from the infamous Lamberts Cove beach. Enjoy the views from the expansive enclosed front porch, play in the 2 acre yard and relax on the back patio with hardlined gas grill. Brand new kitchen, many recent renovations and a fully stocked home ensure a comfortable stay. Terrific mid-island location with easy access to nature hikes, State Road Restaurant, the Lamberts Cove Inn Restaurant, Up Island Cronigs (groceries) and more!

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Welcome to our Cape house! Amazing neighborhood & the perfect spot to explore the Cape. Located on fully recreational John's Pond with your private association beach at the end of the street. Large sandy beach, boat launch, float, playground and tennis courts - plus enjoy use of our two kayaks! Just 10 min to South Cape ocean Beach & Mashpee Commons. The house is FULLY updated with hardwoods throughout, AC's, laundry room, front deck with views, private back patio with fire pit and patio.

Family Friendly 5 BR, Walk to Town, Beach & Ferry!

Ideal rental for families and friends! Two fully equipped kitchens, two fully furnished outdoor spaces, oversized deck with grill, washer/dryer, sleeps 10 (2 King, 2 Queen, Full over Full bunk beds) 3 living spaces, 2 pack and plays, 2 full baths, outdoor shower, large yard, and central a/c in every room! No ferry ticket? No car? No problem! This home is located close enough to the Vineyard Haven ferry for a quick bike ride or comfortable walk. Walking distance to trails and beach!

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom-build home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this property is extremely private and offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed

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!

Bucolic, modern home near town, beaches

This stunning 4 BR home, a few miles from Oak Bluffs, offers both elegance and comfort. A short garden path leads to a PRIVATE BEACH, creating an ideal retreat. Sunlight fills the space, including a chef’s kitchen. Perfect for families or couples seeking a getaway. Escape the everyday. Relax in this serene, magical spot. This listing is new due to a change in management. We've rented this home since 2006 with many 5-star reviews and repeat guests.

Spectacular Beach- front home, includes linen

High beamed ceilings with sunny, spacious open kitchen and living room with floor to ceiling windows overlooking the lake. Oversized deck perfect for enjoying the BBQ and view with compfy rocking chairs. Minutes from quaint Falmouth village and Mashpee Commons. Planning a reunion or corporate outing? The house right next door is available for rental! Check out the following listing, "Stunning 4-bedroom Private Fresh Water Beach Front".

The quintessential MV home. Now booking for 2025!

The perfect home for a Vineyard getaway! Pirate's Cove is a charming 4-bed, 4-bath, 2500 sqft. young, Victorian home that sleeps 9. Amenities include new furniture, spacious bedrooms, a beach stone fireplace, air conditioning, a full finished basement with arcade machine, and amazing outdoor spaces on the front porch or in the backyard. The beach, harbor, and downtown are all just a pleasant 15-18 minute walk or short drive/bike ride away.

Your home away from home

For the true Island lover that wants peace and quiet and a few minutes drive or bike ride to the beach, A/C, good space, clean, Gas BBQ, beach chairs and open parking area, then this is the house for you. Bed linens and bath towels provided. Road to house is not paved. It's immaculate!! Lake Tashmoo is right down the street. NO PETS ALLOWED. NO SMOKING. NO SHOES IN THE HOUSE. CHECK IN TIME IS 4PM CHECK OUT TIME IS 11AM