Top Beach vacation packages in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Mansion at Ocean Edge

Save 100% on your flight

$1,200

per person

Jul 6 - Jul 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

8.2/10 Very Good! (1,004 reviews)

A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

Harbor View Hotel

Save 100% on your flight

$2,801

per person

Jun 4 - Jun 7

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

The Beachside

Nantucket Town

$1,309

per person

Jun 4 - Jun 7

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9.4/10 Exceptional! (255 reviews)

The property was perfict for what we wanted. Close to town and the beach. The bikes we so fun to ride around on.

Reviewed on May 4, 2026

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5* Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

Save 100% on your flight

$2,801

per person

Jun 4 - Jun 7

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

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See all available trips from Columbus to Southeast Massachusetts

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3 Night Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

The Mansion at Ocean Edge

Save 100% on your flight

$1,123

per person

Jun 18 - Jun 21

found 2 hours ago

Roundtrip flight included

Milwaukee (MKE) to Boston (BOS)

8.2/10 Very Good! (1,004 reviews)

A Quick stay but the room was large and comfortable and clean an the staff was excellent

Reviewed on Apr 28, 2026

Harbor View Hotel

Save 100% on your flight

$2,801

per person

Jun 4 - Jun 7

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

The hotel location is beautiful. The building is well kept and clean. The staff was amazing! We loved our room overall but there were a few minor inconveniences: 1. The shower handle kept getting stuck and was hard to turn off. 2. We went in April and the room got very hot at night. You couldn’t change the room thermostat from hot to cold. So they told us to open the windows, which let a bee inside our room because the windows had no nets.

Reviewed on Apr 16, 2026

The Beachside

Nantucket Town

$1,309

per person

Jun 4 - Jun 7

found 2 hours ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

9.4/10 Exceptional! (255 reviews)

The property was perfict for what we wanted. Close to town and the beach. The bikes we so fun to ride around on.

Reviewed on May 4, 2026

Don't see what you're looking for?

See all available trips from Columbus to Southeast Massachusetts

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4 Night Beach vacations in Southeast Massachusetts

Price found within the past 48 hours. Click for updated prices.

Blue Water Resort

Bass River

$1,051

per person

Jun 11 - Jun 15

found 2 hours ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

8.2/10 Very Good! (1,000 reviews)

The beach is the best part and staff

Reviewed on Oct 14, 2025

Chatham Tides

Save 100% on your flight

$1,335

per person

Jun 11 - Jun 15

found 2 hours ago

Roundtrip flight included

Minneapolis (MSP) to Boston (BOS)

9.4/10 Exceptional! (685 reviews)

Sophisticated interior with accents of Cape Cod’s design language.

Reviewed on May 4, 2026

Riviera Beach Resort

Bass River

Save 100% on your flight

$1,055

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

8.2/10 Very Good! (1,000 reviews)

Why are there no microwaves?! The refrigerator was small and didn’t have a freezer. If you are at a resort for a few days, you go out for meals and have leftovers that go in the fridge and microwave, you couldn’t do that here. The beds had indents and you could feel a ridge in the middle of the them. There were no mats at the front door to get sand off your feet which left sand all over the tile floor. Had to use towels as throw rugs. Asked the front desk to FREEZE my cold pack for my cooler and they put it in the fridge, no help at all. Great location, fabulous beach, outdoor pool was heated and very nice.

Reviewed on Oct 25, 2025

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How do I book the best Southeast Massachusetts beach vacation packages?

Life’s a beach when you dive into our brilliant Southeast Massachusetts beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Southeast Massachusetts?

A rental steps from the shore creates an amazingly affordable Southeast Massachusetts beach vacation. Seaside sojourns during low season start from $1,051. Prices and availability are subject to change. Additional terms may apply.

When should I book a Southeast Massachusetts beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Southeast Massachusetts?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Southeast Massachusetts beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Southeast Massachusetts vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Southeast Massachusetts beach vacation deals?

Sort your search results by deals to delight in amazing Southeast Massachusetts beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Southeast Massachusetts beach trip with free cancellation and/or flexible dates?

Just like the Southeast Massachusetts tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Southeast Massachusetts beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Southeast Massachusetts. (OK, maybe not that last part.)

Top Beach Southeast Massachusetts Hotels

Falmouth Inn

824 Main Street Falmouth MA

2 hours drive from Gillette Stadium

At this hotel, get ready to lounge by the shoreline in Falmouth, as you'll be within walking distance of Cape Cod Beaches. Amenities at Falmouth Inn include ...

8/10 Very Good! (1,001 reviews)

Travelers like: close to beach, indoor pool

Travelers say...

Remote, TV, hardware on sink/tub, mirror...lots of fingerprints. The front desk reception/greeter made us feel we were disturbing her, no smiles upon greeting/check In. There was toast, dry bagels for breakfast ONLY, coffee wasn't even made!!! Parking was fine. Fire alarm with fire trucks had us ...

Reviewed on May 4, 2026

AutoCamp Cape Cod

836 Palmer Avenue Falmouth MA

2 hours drive from Gillette Stadium

Make the most of this fantastic location, as you'll be not far from the beach with a vacation at this holiday park. Amenities at AutoCamp Cape Cod include a ...

9.4/10 Exceptional! (319 reviews)

We enjoy it so much that we are going back

Reviewed on May 3, 2026

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

2 hours drive from Gillette Stadium

At this hotel, get ready to lounge by the shoreline in West Yarmouth, as you'll be a short walk from Cape Cod Beaches. Amenities at Bayside Resort Hotel include ...

8.8/10 Excellent! (1,537 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Good

Reviewed on May 1, 2026

See all 11,015 properties in Southeast Massachusetts

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.