Name: By the Sea Guests Bed & Breakfast & Suites
Price range: CA $276
Rating: 9.2

Your Dennis Port Vacation

With all your travel needs organized before you set off, our Dennis Port vacation packages mean you can simply focus on having a good time! One neighborhood to base yourself in this captivating city is Northwest Harwich, which is great for nature and walking. Cape Cod Inflatable Park, West Dennis Beach and Seagull Beach are just some of the many attractions you'll want to explore during your trip to Dennis Port. Expedia has what you need to escape the everyday. Tailor your vacation to Dennis Port to suit your travel style, whatever that may be.

Top Dennis Port Vacation Deals

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

Meco Hotel - Hostel

West End

CA $1,097

per person

Jul 31 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8.6/10 Excellent! (414 reviews)

Great access very cheep. Was not expecting that much for a reasonable price, but was surprised when they had a 24h autolock, well furnished and clean bunkers, and most importantly, well mannerred room mates. Also had a small snack stand, free coffee in the morning which made me very happy. would love to stay here again!

Reviewed on May 18, 2026

Boston Harbor Hotel

North End

CA $1,568

per person

Jul 23 - Jul 26

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

9.8/10 Exceptional! (1,008 reviews)

This was 10/10 with everything top tier

Reviewed on May 20, 2026

Nantucket Inn

CA $2,298

per person

Aug 2 - Aug 7

found 1 hour ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (684 reviews)

That staff is exceptional! We felt so welcomed and valued! It was the greatest vacation I have ever been on.

Reviewed on May 21, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,496

per person

Jun 28 - Jul 2

found 4 hours ago

Roundtrip flight included

Ottawa (YOW) to Boston (BOS)

9.6/10 Exceptional! (256 reviews)

Splendid bed and breakfast

Reviewed on Apr 29, 2026

Chatham Tides

CA $2,102

per person

Aug 13 - Aug 18

found 17 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (691 reviews)

Beautiful place with a great view and a very peaceful atmosphere. The hotel is old and rustic, but that’s also part of its charm. If you’re looking for an authentic seaside style experience, it’s warm and cozy and fits the vibe perfectly. However, the beach right in front of the hotel is probably the dirtiest in the area. There were many dead marine animal and seaweeds remains along the shore and which made it unpleasant to walk on or fully enjoy. For nicer beaches, expect about a 20-minute drive. As for the hotel itself, I still enjoyed my stay overall. That said, the plumbing is very noisy — you can hear every time neighboring rooms use water — and there is almost no sound insulation between rooms.

Reviewed on May 21, 2026

Dennis Port Beach Vacation

Forget the stresses of daily life and let your mind, body and soul unwind on your Dennis Port vacation. There's nothing more invigorating than a cool ocean breeze and the soothing melody of waves crashing onto the shore. Plan your trip to Dennis Port the easy way by choosing one of our Dennis Port vacation deals. Many people decide to spend their nights near Sea Street Beach, a local highlight just 0.80 kilometres from the city centre.

Things You Should Know About Dennis Port

Reserve a room in one of our Dennis Port beach hotels and experience this destination at its best. Wander along the water's edge and watch some stunning sunrises right outside your front door.
Our private vacation homes, like The Corsair & Cross Rip Oceanfront Resort and Bluebird Dennisport, are popular with travellers of all sorts. Consider the amenities and get set for your stay in Dennis Port!
Some 3,200 people live in Dennis Port. If you're after suggestions about what to see and do around these parts, why not start a conversation with one or two of the locals? Our Dennis Port things to do page is also a handy source of information.
Sea Street Beach, Sea Street Beach and Cape Cod Theatre Company – Home of the Harwich Jr. Theatre are some great sights that should be on your travel agenda. With our Dennis Port vacation deals, you'll have more money in your back pocket to explore.

Ready to book your vacation to Dennis Port?

Choose your dates

Dennis Port Hotel Deals

Holiday Hill Inn & Suites

352 Main Street Dennis Port MA

Fully refundableReserve now, pay when you stay

CA $153

CA $175 total

Jun 1 - Jun 2

includes taxes & fees

8.4/10 Very Good! (956 reviews)

"the shuttle stops running at 10pm which is a drag. Why not midnight. I called. When i arrived in my uber someone else was calling the front desk about the same thing."

Reviewed on Dec 12, 2025

The Corsair & Cross Rip Oceanfront Resort

41 Chase Ave Dennis Port MA

CA $232

CA $278 total

Jun 8 - Jun 9

includes taxes & fees

8.6/10 Excellent! (228 reviews)

"No comment"

Reviewed on May 6, 2026

By the Sea Guests Bed & Breakfast & Suites

57 Chase Avenue & Inman Road Extension Dennis Port MA

CA $276

CA $355 total

May 25 - May 26

includes taxes & fees

9.2/10 Wonderful! (185 reviews)

"."

Reviewed on Oct 16, 2025

See all 501 properties in Dennis Port

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.