Oak Bluffs vacation rentals

Why visit Oak Bluffs

• Beautiful Beaches: Oak Bluffs boasts stunning beaches where visitors can relax and enjoy the ocean views.
• Historic Lighthouse: The iconic lighthouse is a must-see, offering a glimpse into the town's rich maritime history.
• Charming Local Culture: Experience the vibrant culture with local shops, art galleries, and community events.
• Scenic Ferry Rides: Take a ferry to explore nearby islands and enjoy breathtaking views along the way.
• Cozy Accommodation: Choose from a variety of vacation rentals, from charming cottages to stylish condos.

Popular types of accommodation in Oak Bluffs

Planning a getaway to Oak Bluffs? You're in for a treat. This charming destination offers a variety of vacation rentals, including private homes, cozy cottages, and stylish condos. Whether you're seeking a serene retreat or a lively vacation spot, you’ll find the perfect home for rent. Explore the best Oak Bluffs vacation rentals and Vineyard vacation rentals to make your trip memorable and filled with comfort.

• Houses: These are the top choice for travelers in Oak Bluffs, ideal for families and groups seeking a spacious, home-like atmosphere.
• Cottages: A close second, cottages offer a quaint and cozy setting, perfect for romantic getaways or peaceful retreats.
• Condos: Popular among visitors, condos provide modern amenities and often stunning views, making them a great option for convenience.
• Apartments: Apartments are a practical choice for those looking for comfortable, self-catering accommodations in the heart of the action.
• Cabins: While less common, cabins offer a charming escape into nature, perfect for outdoor enthusiasts.**

Top attractions in and around Oak Bluffs

Oak Bluffs, Massachusetts, is an ideal destination for beach lovers and outdoor enthusiasts. Visitors can explore beautiful beaches, take a ferry to nearby islands, and admire the historic lighthouse. The town's attractions cater to travelers seeking a blend of culture and scenic experiences, making it a perfect spot for a memorable vacation. Whether you're traveling solo, with family, or friends, Oak Bluffs offers a delightful escape filled with natural beauty and rich history.

• Inkwell Beach: Known for its vibrant beach vibes, Inkwell Beach is a popular spot in Oak Bluffs. This picturesque beach offers soft sands and a lively atmosphere, perfect for sunbathing, swimming, and enjoying the local community.
• Woods Hole Ferry Terminal: Located 7 miles away, this ferry terminal serves as a gateway to Martha's Vineyard and nearby islands. It provides scenic views and easy access to exciting adventures across the waters.
• Oak Bluffs Harbor: Nestled within Oak Bluffs, this charming harbor boasts stunning scenery and beach vibes. It's ideal for leisurely strolls, waterfront dining, and watching boats come and go.

Things to do recommended for couples

For a romantic getaway in Oak Bluffs, consider a round of golf at the luxurious Cape Cod Country Club, just 11 miles away, or enjoy the serene atmosphere at Twin Brooks Golf Course, located 19 miles from town. Both offer a perfect setting for couples to unwind together.

Things to do recommended for families

Families will delight in the charming Carousel, a historic merry-go-round, and explore the beautiful beaches at Oak Bluffs. Don't miss the colorful Gingerbread Cottages for a perfect photo opportunity and enjoy a bike ride along the scenic paths for a fun-filled day outdoors.

Things to do recommended for groups

Groups visiting Oak Bluffs can enjoy a scenic bike ride along the beautiful coastline, relax at the iconic flying horses carousel, and explore the charming gingerbread cottages. Don't miss a group tour of Martha's Vineyard to experience local culture and delicious seafood dining options.

What do I need to keep in mind when booking a vacation in Oak Bluffs

When planning your trip—whether you’re traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Oak Bluffs with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Fortunately, Vrbo allows you to filter for these options and many more.
• Traveling to Oak Bluffs with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Oak Bluffs: For many families, a vacation isn’t truly a getaway without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly properties offer amenities like food bowls and cozy beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Oak Bluffs: If you're interested in vacation rentals with special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Oak Bluffs

Oak Bluffs, Massachusetts, offers a delightful blend of beach relaxation and scenic views. Visitors can enjoy the charming town beach, breathe in the refreshing ocean air, and soak in exceptional ocean vistas. The friendly atmosphere and recreational opportunities make it an ideal spot for a laid-back getaway. Explore the vibrant local culture and discover the beauty of nearby towns, ensuring a memorable vacation experience filled with stunning scenery.

• Martha's Vineyard: A picturesque island located 7 miles from Oak Bluffs, Martha's Vineyard is renowned for its stunning beaches and breathtaking outdoor scenery. Visitors flock to this idyllic destination to soak up the sun on family-friendly beaches, hike scenic trails, and enjoy vibrant local culture. Don’t miss the chance to attend a music concert or relax at one of the luxurious resorts. The island also offers excellent golf courses, making it a perfect spot for both relaxation and recreation. Local landmarks such as the iconic Cape Cod views enhance the charm of this beautiful island.
• Falmouth: Just 7 miles away from Oak Bluffs, Falmouth is a charming coastal city that draws travelers with its beautiful beaches and outdoor activities. This city is perfect for those seeking a mix of relaxation and adventure, featuring pristine family beaches and a variety of golf courses. Falmouth also offers educational attractions and access to country private clubs, providing a well-rounded experience for visitors. The nearby Cape adds to the scenic allure, making it a fantastic place to explore the natural beauty of Cape Cod.
• Edgartown: Located only 5 miles from Oak Bluffs, Edgartown is a historic city that captivates visitors with its stunning scenery and beach access. Known for its upscale shopping areas and beautiful golf courses, Edgartown offers a blend of leisure and luxury. Travelers can enjoy relaxing at family beaches or exploring the charming streets lined with quaint shops and eateries. With its picturesque landscapes and proximity to the coast, Edgartown is an essential stop for anyone looking to experience the best of Martha's Vineyard.

Best time to go to Oak Bluffs

If you're planning a trip to Oak Bluffs, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.1°F (1.7°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	35.1°F (1.7°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
March	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	46.4°F (8.0°C)	Light Rain	Mostly Sunny	Average	Average
May	54.5°F (12.5°C)	Light Rain	Mostly Sunny	Average	Average
June	63.0°F (17.2°C)	Light Rain	Mostly Sunny	High	Moderately High
July	71.1°F (21.7°C)	Light Rain	Mostly Sunny	High	Moderately High
August	71.6°F (22.0°C)	Light Rain	Mostly Sunny	High	Moderately High
September	66.6°F (19.2°C)	Light Rain	Mostly Sunny	Average	Average
October	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Low	Average
November	48.9°F (9.4°C)	Light Rain	Mostly Sunny	Low	Average
December	41.4°F (5.2°C)	Light Rain	Mostly Sunny	Low	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your needs.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly area where you can easily plan new trips, continue from where you last stopped, or manage your travel arrangements. You'll see the properties you've saved or booked neatly organized under Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Explore the beachside setting in Oak Bluffs

Enjoy the wineries and other features of Oak Bluffs. This walkable and scenic city is known for its beaches, shopping and local tours. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around Oak Bluffs

Are you looking for top things to see and do in the city? Venture out of your cozy vacation rental and experience everything that makes Oak Bluffs a fun place to get away. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

• Shining Sea Bikeway (9.2 mi / 14.8 km)
• Farm Neck Golf Club (1.2 mi / 2 km)
• Cape Cod Winery (8.6 mi / 13.8 km)
• Cape Cod Country Club (11.5 mi / 18.5 km)
• Stand Up & Paddle Cape Cod (15.1 mi / 24.3 km)
• Fulling Mill Brook Preserve (9.7 mi / 15.6 km)

Exploring the natural landscape of Oak Bluffs

Whether you're looking for fun outdoor activities or just want to take in the scenery, Oak Bluffs is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

• Ocean Park (0.3 mi / 0.5 km)
• Oak Bluffs Town Beach (0.4 mi / 0.7 km)
• Inkwell Beach (0.5 mi / 0.7 km)
• Edgartown Beach (2.8 mi / 4.5 km)
• Lighthouse Beach (4.8 mi / 7.7 km)
• Lambert's Cove Beach (5.6 mi / 9.1 km)

Seasonal weather in Oak Bluffs

If warm-weather activities are high on your list, August, July, September and June are the hottest months to visit, when temperatures average 68°F.

Transportation to and around Oak Bluffs

The nearest airport is in Vineyard Haven, MA (MVY-Martha's Vineyard), located 5.2 mi (8.3 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Hyannis, MA (HYA-Barnstable Municipal), which is 20.5 mi (32.9 km) away.