Oak Bluffs vacation rentals

Why visit Oak Bluffs

1. Beautiful Beaches: Oak Bluffs offers stunning beaches perfect for sunbathing and relaxation, providing a serene escape for visitors.
2. Historic Gingerbread Cottages: Explore the iconic, colourful Gingerbread Cottages that showcase unique architectural styles and charm.
3. Outdoor Adventures: Engage in various outdoor activities, from biking to hiking, amidst the picturesque natural scenery.
4. Nearby Martha's Vineyard: Enjoy easy access to Martha's Vineyard, enhancing your experience with more attractions and local culture.
5. Charming Local Atmosphere: Wander the quaint streets filled with friendly locals and delightful shops, making every visit memorable.

Popular types of accommodation in Oak Bluffs

Welcome to Oak Bluffs, a charming destination for your next getaway! Our vacation rental platform offers a variety of accommodations, including houses, cozy cottages, and stylish condos. Whether you're seeking holiday cottages or hotels in Oak Bluffs, MA, we provide transparent information to help you find the perfect spot for your stay. Explore our selection of vacation rentals and enjoy a memorable experience in this picturesque locale.

• Houses: The top choice for visitors to Oak Bluffs, these spacious homes offer a comfortable and private setting for families and groups.
• Cottages: A delightful option for a quaint and cozy getaway, perfect for those seeking charm and tranquility.
• Condos: These modern accommodations provide convenience and amenities, ideal for a stylish stay close to attractions.
• Apartments: A practical choice, apartments offer flexibility and a home-like atmosphere for solo travellers or couples.
• Cabins: For nature enthusiasts, cabins provide a rustic escape amidst Oak Bluffs' beautiful scenery.**

Top attractions in Oak Bluffs

Oak Bluffs is perfect for those seeking a mix of beach relaxation and outdoor adventure. Visitors can explore stunning beaches, the historic lighthouse, and charming streets, making it an ideal destination for culture and nature enthusiasts alike. Whether you're soaking up the sun or delving into the local history, Oak Bluffs promises a delightful experience for every traveller.

1. Inkwell Beach: A vibrant beach with a lively atmosphere, perfect for sunbathing and swimming. Known for its rich history and cultural significance, it offers an ideal spot to relax and enjoy the scenic views of the ocean.
2. Circuit Avenue: The heartbeat of Oak Bluffs, this bustling street is lined with charming shops, restaurants, and cafés. Experience the local culture and enjoy the vibrant city vibes as you stroll along this lively thoroughfare.
3. Martha's Vineyard Museum: Located 3.2km from Oak Bluffs, this museum showcases the rich history and culture of the island. Explore fascinating exhibits and learn about the unique heritage of Martha's Vineyard.

Things to do recommended for couples

For a romantic getaway in Oak Bluffs, explore the adventurous Island Cove Miniature Golf, only 4.8km away, or indulge in luxury at the Cape Cod Country Club, 17.7km distant. Both offer unique experiences perfect for couples seeking fun and relaxation together.

Things to do recommended for families

Families visiting Oak Bluffs can delight in the charm of the Flying Horses Carousel, enjoy nature at Fulling Mill Brook Preserve, and explore the serene Mashpee River Reservation, perfect for relaxation and wellness amidst beautiful landscapes.

Things to do recommended for groups

Experience the charm of Martha's Vineyard at the Martha's Vineyard Film Center, enjoy a round at the Farm Neck Golf Club, or take in the scenic views along the Shining Sea Bikeway. These activities offer a perfect blend of culture, sports, and outdoor fun for your group!

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

When planning your trip—be it with friends, family, pets, or for an extended stay—it's important to prioritize your needs in the search process. Here are some helpful Vrbo booking tips to guide you.

• Traveling to Oak Bluffs with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor area for group get-togethers. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Oak Bluffs with young kids: Journeying with little ones can be quite demanding. 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 attractions that are enjoyable for families.
• Taking your pets with you to Oak Bluffs: For many families, a vacation wouldn’t feel complete without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
• Planning for a long term stay visiting Oak Bluffs: If you're in search of vacation rentals offering discounts 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 rentals. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Oak Bluffs

Oak Bluffs, Massachusetts, offers a delightful vacation experience with its stunning beaches and charming scenery. Explore the iconic Gingerbread Cottages, wander through the quaint streets, and soak in the relaxing atmosphere of this picturesque town. Nearby attractions, such as Martha's Vineyard, enhance your adventure with friendly locals and abundant recreational opportunities. Whether you're lounging by the water or discovering the unique Bluffs House, Oak Bluffs promises an unforgettable getaway for every traveller.

• Martha's Vineyard: Martha's Vineyard is a picturesque island located approximately 11.3km from Oak Bluffs, known for its stunning outdoor scenery and beautiful beaches. Visitors flock to this charming destination to enjoy a variety of activities, from relaxing on its sandy shores to attending vibrant music concerts. Whether you're exploring the scenic coastline or indulging in the amenities of local resorts, Martha's Vineyard provides a perfect blend of leisure and entertainment. Don't miss the opportunity to visit its renowned family beaches and tranquil lakes, making it an ideal spot for a delightful day out.
• Falmouth: Falmouth, situated around 11.3km from Oak Bluffs, is a vibrant city that boasts an array of outdoor adventures and scenic views. This charming destination is perfect for beach lovers, offering pristine shores and family-friendly beach areas. Falmouth is also known for its recreational pursuits, including golf at private country clubs and educational opportunities within its community. Visitors can immerse themselves in the natural beauty of Cape Cod, making Falmouth a delightful spot for relaxation and enjoyment amidst stunning landscapes.
• Edgartown: Located just 8.0km from Oak Bluffs, Edgartown is a quaint city that offers a perfect escape for those seeking outdoor experiences and beach activities. Known for its picturesque scenery, this charming location features a range of golf courses and private clubs for sports enthusiasts. Edgartown's inviting beaches and serene lakes create an idyllic setting for families and visitors alike. Stroll through its historic streets, enjoy the local dining scene, and soak in the coastal charm that this lovely city has to offer.

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	Slightly Low
February	35.1°F (1.7°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
March	38.8°F (3.8°C)	Light Rain	Mostly Sunny	Average	Slightly 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	Slightly High
July	71.1°F (21.7°C)	Light Rain	Mostly Sunny	High	Slightly High
August	71.6°F (22.0°C)	Light Rain	Mostly Sunny	High	Slightly 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 trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy substantial savings by opting for a longer stay. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to assist you every step of the way!

Vrbo Trips: Planning made easy

Vrbo's Trip Board offers a user-friendly platform for planning your travels. You can easily create new trips, resume your previous plans, or organize your itinerary all in one place. Your saved or booked properties will be neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.