Condo holiday rentals in Tisbury

4.82 out of 5 average rating, 17 reviews

A serene waterfront view features a wooden dock extending into calm waters, reflecting a colorful sunset with shades of orange and blue. Silhouettes of boats and poles can be seen against the horizon, enhancing the tranquil atmosphere.

Condo in Hyannis Port

Beachfront Complex in Hyannis

2 bedrooms (and 1 bonus twin bed in loft/den) & 2.5 bathrooms multilevel townhouse. can sleeps 9 (max 6 adults) 7 nights minimum Saturday to Saturday booking during summer weeks. Welcome to the center of Cape Cod! Enjoy your private sandy beach, outdoor recreational gazebo, and heated swimming pool, 100 feet from back door. It is located in an ocean front complex that is walking distance to Main St shopping, waterfront dinning, parks, deep sea fishing, Nantucket/Vineyard ferries & much more!

Top Guest favourite

A serene view of the ocean is framed by white wooden architecture. The calm water reflects a clear blue sky, while a sandy beach lies in the foreground, accompanied by a stone jetty. Benches are positioned along the walkway, inviting relaxation.

5 out of 5 average rating, 28 reviews

FABULOUS OCEAN VIEWS-Oak Bluffs Condo Across Beach

Enjoy one of the most desirable locations on the Vineyard!! Enjoy AMAZING sunrises & gorgeous ocean views from this lovingly kept, super clean condo. Literally across the street from town beach, adjacent to Waban Park, a few blocks to Ocean Park, Flying Horses, Steamship Authority & downtown Circuit Avenue (restaurants, shops)! Bring a car (one unreserved parking spot) or walk over from the boat. Bike delivery & storage available. We hope to see you this summer in this fantastic summer condo!

4.92 out of 5 average rating, 49 reviews

A clear blue swimming pool is surrounded by lounge chairs positioned for relaxation. Lush greenery provides a natural backdrop, while a shaded area offers protection from the sun. Steps lead from the pool to a nearby structure, adding convenience for guests.

Condo in Tisbury

Private 3bdrm Condo Tashmoo Woods

This 3 bedroom (3 king) 2 1/2 baths newly renovated condo is in a private setting with screened in porch. New kitchen, gas grill on deck, outdoor shower. -Access to the Tashmoo Woods Association pool, tennis courts and play ground. -Close to West Chop beaches. -Two miles from downtown Vineyard Haven. On bus route, but best to have a car. -The primary bedroom (king bed) is downstairs and the 2 upstairs bedrooms share a bath (shower only). Minimum rental 5 days, 1 week in summer.

A private balcony offers a scenic view of well-maintained green lawns and a gazebo, creating a tranquil outdoor experience. The balcony features decorative wooden railings, while the open sky above enhances the feeling of spaciousness.

4.76 out of 5 average rating, 17 reviews

Ocean View Gem, Walk to it All, No Car Needed!

Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest. Martha’s Vineyard vacationers dream! Enjoy walking everywhere: Inkwell Beach, Circuit Avenue, Biscuits, OB ferry and harbor, Campground Cottages, Tabernacle, shops, restaurants and more! Have a front seat to Illumination fireworks, spectacular sunrises and romantic sunsets on the private balcony. No car needed; however, parking is available if required.

The entrance of the condominium is shown, featuring a wooden exterior with shingles. A pathway leads to the door, surrounded by neatly trimmed shrubs and grass. Bright sunlight highlights the clear sky and the inviting pathway.

4.69 out of 5 average rating, 32 reviews

Condo in Falmouth MA

The Condominium is just 10 minutes from Falmouth and Falmouth Heights, where you can enjoy the road race and 4th of July fireworks. It’s a quick 20-minute drive to the ferry to Martha's Vineyard and Nantucket, and only 5 minutes to the ocean. Guests can unwind in the stand-alone game room with arcade games or relax by the fire pit, take a swim in the pool, or explore the flax pond for kayaking and fishing. Perfect for both relaxation and adventure!

Top Guest favourite

A welcoming living area features a comfortable sectional sofa and two wooden armchairs arranged around a circular coffee table. Natural light fills the space, highlighting a large area rug on the hardwood floor. A well-equipped kitchen is visible in the background.

Condo in New Seabury

4.97 out of 5 average rating, 164 reviews

Sleep 6 @ New Seabury w/ Pool Access, All Seasons!

Welcome to Your Coastal Getaway at The Mews, New Seabury – Mashpee, MA Tucked inside the beautiful New Seabury Country Club, our cozy Cape-style condo offers the perfect balance of relaxation and adventure on Cape Cod. Enjoy access to a private condo association pool just a 3-minute walk away, and a beach that is 5 min drive or 10 min bike ride or 30 min walk (walk cuts through golf course-ask host for directions).

A charming duplex features a well-maintained exterior with a landscaped yard, showcasing vibrant hydrangeas in various shades. A gravel driveway leads to the entrance, marked by a stone pillar displaying the number 20. The home is set amidst a backdrop of lush greenery.

4.87 out of 5 average rating, 137 reviews

A Spectacular. Walk to beach, town and harbor 20

Hi! We are excited to share this newly completed space with you! It’s a fresh, clean and newly renovated townhouse style apartment. All spaces are private to the unit with exception to the parking area. We are steps to everything and have two other cottages on this property in addition to this duplex unit that have lots of great reviews. Please check my profile to help you comfortably make a choice

A clear blue swimming pool is visible in the foreground, surrounded by a spacious deck with lounge chairs. The two-story building showcases multiple windows and a covered porch area, providing a view of the pool. A white fence encircles the pool area.

5 out of 5 average rating, 9 reviews

Spacious 2BR by the Sea in Falmouth

This inviting 2-bedroom condo at Beachside Village Resort offers comfort and charm with Queen beds, twin beds, a sleeper sofa, and a fully equipped kitchenette. Ideal for up to 6 guests, enjoy ocean views, air conditioning, and access to the resort's pool and BBQ area. Just steps from Surf Drive Beach and close to Cape Cod's top attractions, it's perfect for a relaxing family or group escape.

4.91 out of 5 average rating, 53 reviews

A dining area features a white table surrounded by four chairs, with two in a wicker design and two in a vibrant blue. A large window allows natural light to fill the space. Decorative elements include framed artwork and greenery, enhancing the room's inviting appearance.

Condo in West Falmouth

Lovely W Falmouth Home steps to bikeway & more!

Hello and welcome to our home in the heart of West Falmouth Village! Immerse yourself in the charm of this historic locale, just a stroll away from West Falmouth Harbor, the bike path, village store, renowned restaurants, and the sparkling Shining Sea Bike Path. -Child and pet friendly -Well stocked kitchen -Central Air & Heat throughout -Linens & bath and beach towels provided

4.67 out of 5 average rating, 18 reviews

A modern kitchen features white cabinetry with granite countertops and stainless steel appliances, including a refrigerator, stove, and dishwasher. Natural light enters through a window adorned with a decorative curtain. A small clock is mounted on the wall, enhancing the functional space.

Condo in Onset

Stylish Onset Condo: Beach Downtown Monthly Rates

Looking for a great deal? Discounts are automatically applied based on your length of stay—whether it’s 7 nights, 28 nights, or more! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price.

4.96 out of 5 average rating, 24 reviews

A spacious pool area is enclosed by a white fence, surrounded by lush greenery. Lounge chairs are positioned around the edge of the inviting water, with trees and houses framing the scene in the background. The sky transitions to soft hues during sunset.

Condo in Vineyard Haven

Relax....You're on Island Time......

Its a short walk from the ferry...Please be our guest on the Vineyard! There is a very comfortable Vineyard cottage feel to our two b harbour-view condo. Our sunny unit is just steps to the lovely pool. The property grounds are spacious and beautiful

A two-story home is set amid lush greenery, featuring a well-manicured lawn and a large tree offering shade. The exterior displays classic architectural elements, with white siding and black shutters. A sign marked '1846' is visible beside the pathway, inviting exploration.

4.9 out of 5 average rating, 30 reviews

Heart of downtown, walk to ferry, bikeway & beach!

In the heart of downtown Falmouth, nearby the bike path, walk to the surf drive beach (less than a mile) and ferry to Martha's vineyard. The town's shops, a great variety of restaurants, cafes, and bars are just a short walk.

Popular amenities for Tisbury condo rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

An inviting outdoor pool area is framed by neatly arranged lounge chairs under vibrant blue umbrellas. Surrounding trees provide shade, enhancing the tranquil setting. The pool invites relaxation and enjoyment, with sunlit water reflecting the clear blue sky.

Condo in Mashpee

4.67 out of 5 average rating, 3 reviews

2BR Condo in Cape Cod w/ Patio & Laundry

A charming cottage exterior showcases a covered front porch with lattice accents and a sturdy stone chimney. A well-manicured lawn frames the home, while a driveway is visible in the background. The structure features a mix of shingles and wood siding, reflecting classic coastal architecture.

Island Inn - Cottage - 21E - Oak Bluffs, MA

A cozy living area features wooden beams and natural light from sliding glass doors. A comfortable sofa with decorative cushions sits opposite a coffee table. A flat-screen TV is mounted on the wall, and an air conditioning unit is positioned nearby.

Island Inn - Residential Suite - 38G - Oak Bluffs,

A serene saltwater pool is surrounded by lounge chairs and umbrellas, set among vibrant greenery. A colorful arrangement of blooming flowers frames the foreground, adding to the tranquil atmosphere of the outdoor area.

Condo in Mashpee

Cape Cod Townhouse w/ Patio & Kitchen

A bright and airy room is showcased, featuring two spacious beds with white linens. The wood-paneled ceiling adds warmth, while a flat-screen TV is mounted on the wall. A small dining table and chairs are positioned nearby, creating a cozy gathering space.

5 out of 5 average rating, 3 reviews

Island Inn - Studio Suite - 23F - Oak Bluffs, MA

An outdoor saltwater pool is framed by comfortable lounge chairs under clear blue skies. Lush greenery surrounds the pool area, providing a serene atmosphere for relaxation and enjoyment. A set of steps leads into the inviting water.

Condo in Mashpee

4.4 out of 5 average rating, 5 reviews

1BR Condo w/ Balcony in Mashpee, MA

A cozy living and dining area features a light-colored sofa with decorative throw pillows, complemented by a wooden dining table surrounded by four chairs. A fireplace, framed art, and a warm-toned lamp enhance the space, while a patterned rug adds a touch of comfort.

4.67 out of 5 average rating, 3 reviews

Island Inn - Two Bedroom Suite - 1A - Oak Bluffs,

The living and dining area is furnished with a contemporary sectional couch and a foldable white dining table. A flat-screen TV is mounted on the wall, and a cozy fireplace adds convenience. Natural light floods through windows, enhancing the open layout.

Island Inn - Residential Suite - 30G - Oak Bluffs,

Pet-friendly condo rentals

An open living area features a wooden dining table surrounded by four chairs, creating a welcoming space for meals. A well-appointed kitchenette is visible with cabinets and essential appliances. A flat-screen TV is mounted on the wall, enhancing the comfort of the space.

Island Inn - One Bedroom Suite - 8C - Dog-friendly

A modern kitchen is displayed, featuring wood cabinetry and granite countertops. Stainless steel appliances, including a stovetop and microwave, are visible. A tile backsplash adds texture, complementing the overall design. A stainless steel sink is situated next to the counter, enhancing functionality.

4.9 out of 5 average rating, 260 reviews

Stunning. Walk to Beach, Town and Harbor 113B

A charming duplex building is showcased, featuring a light grey exterior with blue doors. A large star decoration is mounted above the door, surrounded by vibrant greenery and blooming hydrangeas. A sandy path leads to the entrance, creating an inviting approach.

4.83 out of 5 average rating, 150 reviews

A Perfect. Walk to beach, harbor and Main Street

The kitchenette features modern appliances including an apartment-sized fridge, stove, microwave, and a coffee maker. Dark cabinets provide storage, and counter space is accentuated by a mosaic backsplash. Light-colored wood flooring extends throughout the area, enhancing the sense of openness.

Island Inn - One Bedroom Suite - 15D - Dog-friendl

4.73 out of 5 average rating, 44 reviews

An open lounge area features a comfortable seating arrangement, including a white sofa and patterned armchair. A wooden coffee table sits at the center, complemented by a glass side table. The room is illuminated by track lighting, with windows providing natural light and views.

Condo in New Bedford

Crow's Nest Down Town New Bedford.

A cozy living area features a mounted television above an electric fireplace, surrounded by a wall adorned with nautical decor. A glass coffee table sits on a patterned area rug, while high-backed bar stools are positioned at a kitchen counter nearby.

5 out of 5 average rating, 3 reviews

Island Inn - Residential Suite - 31G - Dog-friendl

A comfortable sleeping area is presented with two double beds dressed in light bedding. A wooden dresser and mirror are visible, along with a television mounted on the wall. A full-sized fridge is located in a kitchenette area that can be seen in the background.

Island Inn - Studio Suite - 3B - Dog-friendly - Oa

A cozy sleeping area features a spacious bed adorned with white linens. A decorative beach-themed sign is displayed on the wall. A wooden nightstand with a lamp sits beside the bed, and a flat-screen TV is mounted on the opposite wall, enhancing the room's functionality.

5 out of 5 average rating, 3 reviews

Island Inn - Residential Suite - 29G - Dog-friendl

Condo rentals with a pool

An aerial view captures a seaside area featuring a long stretch of beach, bordered by calm waters. Several buildings are visible, along with a swimming pool area and a playground. The landscape includes greenery and accessible roads along the waterfront.

Condo in East Falmouth

Surfside Resort Cape Cod, Falmouth MA

A spacious living area features a large dark leather sectional sofa with decorative pillows. The room is illuminated with natural light and displays coastal-themed artwork on the walls, adding a relaxed atmosphere. A sliding barn door is visible, contributing to the modern design.

4.83 out of 5 average rating, 18 reviews

Falmouth MA, Cape Cod Getaway

A clear swimming pool is surrounded by well-maintained grass and tall, green trees. Several lounge chairs are positioned around the pool's perimeter. A colorful float is visible in the water, and a shaded area is indicated by a large umbrella. The overall setting is peaceful and inviting.

4.65 out of 5 average rating, 51 reviews

Lovely lakefront studio/condo with pool

A two-story building designed in a classic Cape Cod style is showcased, featuring a large balcony on the front. Lush green landscaping surrounds the building, enhancing the tranquil outdoor setting. Nearby structures are visible, displaying similar architectural features.

5 out of 5 average rating, 8 reviews

Beachside Villiage-Oceanfront

A relaxing outdoor pool area features lounge chairs arranged along the pool's edge. The surrounding building, showcasing spacious balconies, houses multiple units. Guests enjoy sunbathing and walking nearby, with clear skies overhead enhancing the scene.

5 out of 5 average rating, 4 reviews

Two bedroom condo .on the water Falmouth, ma

A community pool is surrounded by a tan deck and green lounge chairs. The pool features clear blue water and a ladder for entry. Lush greenery provides a natural backdrop, with a few buildings visible in the distance, emphasizing a peaceful environment.

Condo in New Seabury

4.94 out of 5 average rating, 16 reviews

5 Mi to Mashpee Commons: Coastal Mashpee Condo

The exterior of the home features a sloping roof with multiple skylights and is surrounded by well-kept greenery. A paved pathway leads to the main entrance, set against a backdrop of bright blue sky and lush, manicured landscaping.

4.92 out of 5 average rating, 13 reviews

Spectacular Martha's Vineyard Island Home!