Massachusetts Staycation

7 Mind-Blowing Airbnbs For The Ultimate Massachusetts Staycation

With so much stunning scenery and slick cities like Boston, it’s never a bad time for a Massachusetts staycation. The state has lots to do and see, as well as some world-class restaurants.

These locations are all high-end Airbnbs which are ideal for large groups, families or a couple’s getaway.The best part is that once you divide the cost of the house between a group, it works out as a super affordable alternative to hotels and resorts.

All you have to do now is round up some friends and get ready to enjoy the ultimate Massachusetts staycation in one of these beautiful Airbnbs…

Best Airbnbs in Massachusetts

1. Ocean Estate – Plymouth

This private estate has amazing views of Cape Cod Bay from every room. You have access to a private beach on property, and guests can also enjoy a private dock and use of Black pond.

The home itself has a pool, outdoor deck, chef’s kitchen and beautiful bedrooms.

Previous guests say that “staying at this estate was lovely and just what we all needed. We loved it from the moment we walked in but somehow grew to love it even more over the week. There is so much space to wander and so many activities.”

The house will cost you just under $2,000 a night and sleeps up to 16 guests.

2. Entire House – West Dennis

This gorgeous West Dennis home, located on Grand Cove in Bass River, is the perfect place for your next luxury vacation! Two huge wrap around decks offer spectacular water views of the cove, and with direct water access, you are just steps from being able to kayak, paddleboard, or swim in this beautiful body of water.

After your adventures on the cove, walk back to the private fenced in yard, which features an in-ground pool complete with a waterfall, as well as a poolside patio.

Inside, you will find an eat-in kitchen with brand new appliances, and a large formal dining area that opens into a family room (with a large, sectional leather couch and flat screen TV) with a slider out to a large deck – perfect for summer cookouts.

The house sleeps up to 10 guests and will cost you $1,500 per night.

3. Ocean Beach House – Sandwich

Nestled in the dunes of East Sandwich beach sits this oceanfront property (bay side) with stunning 360-degree views of Cape Cod Bay and Scorton Creek. Spend your days sunning and swimming before you return home to this cosy house.

Guests love it here, saying that “while the pictures are gorgeous, it is more beautiful in person. All the little touches to make you feel at home were appreciated and enjoyed.”

The house will set you back around $1,000 a night and sleeps up to 10 guests.

4. Wingaersheek Beach House – Gloucester

This beach house is on its very own private section Wingaersheek Beach, with direct stairs to beach so you can step right onto the sand from the property. You’ll catch amazing sunsets from the 2 large decks, or from the hot tub that fits 10 people.

With a gas grill for BBQs, it really is the perfect home for a summer getaway.

The property has 6 large bedrooms, 2 sitting rooms and all the modern comforts you could possibly need. Previous guests note the “house is perfectly located – the approach takes your breath away as you arrive with the ocean rising up to meet you.”

The house will cost you $2,000 per night and sleeps up to 12 guests.

5. Artist Home with Perennial Gardens – Provincetown

Stroll down a private beach path to Provincetown Bay and back to this capacious home. Cook in a custom kitchen with handcrafted natural cherry cabinets and a bar made of soap stone. Outside, enjoy a large backyard, with vegetable & flower gardens. What more could you ask for?

It’s an Airbnb Plus listing, which means it’s top class. Guests say that “it’s an amazing home and you can’t help but love the house and the property itself. It’s peaceful and even if the wonderful art was adorning the space, the house itself is a work of art.”

This gorgeous house will cost you around $1000 a night and sleeps up to 10 guests.

Massachusetts Staycation

6. Quiet Beach House – Nantucket

Enjoy beautiful ocean sunrise and sunset views from this lovely 3 bedroom, 2-storey family home complete with central air conditioning, 4 decks and an outdoor shower.

This serene location sits on a quiet road, just 5 houses from Tom Nevers Beach. Here you can get away from it all while you are still close enough (less than 7 miles) to Nantucket Town.

Massachusetts Staycation

In town you can enjoy the historic feel and charm of cobble-stoned Main Street with its numerous shops and restaurants. The house itself is perfect for summer evenings: the living room offers French doors on the east and west corners of the room leading to outside decks where you can sit and enjoy the ocean views during sunrise and sunset.

The house will cost you around $700 per night and sleeps up to 6 guests.

Massachusetts Staycation

7. Massive Luxury Home – Harwich Port

Your family and friends will love staying at Spinnaker Estate for your next Cape Cod vacation. This home is bright, open, and spacious with more than enough room for everyone.

Massachusetts Staycation

Outside, you will enjoy a large private yard, private gated in ground pool with separate pool house, and patio. Inside, you will find a beautifully updated kitchen, a formal dining room that seats ten, and a living room.

The basement floor of this house will provide endless fun for everyone, featuring another living area with couch seating and a large flat screen TV, game room with a bar billiards table, dart board, and built-in full size bar.

The house will sleep over 16 guests and will set you back around $2,800 per night.

Massachusetts Staycation

Planning on spending some time in the state? Check out The 25 Best Places For BBQ In Massachusetts.

Big 7 Travel Team