
Beach house holiday rentals in Gloucester
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Top-rated beach house rentals in Gloucester
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Holiday rentals for every style
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Popular amenities for Gloucester beach house rentals
Beachfront house rentals

Beverly Beach House- Upper Deck
Had a great stay! House was stocked with all the basics and very spacious for the family! great area easy to get into Salem and surrounding towns.

2 Bedroom Beach Bungalow, Steps from the Beach!
Great spot, very clean. Thank you!

Spacious waterfront free parking &Wi-fi
Staying at Diana's is a wonderful respite from the hustle and bustle of the summer beach crowd. The place was clean and had all the amenities of a home on a public beach. My 18-yr old nephew and senior citizen parents enjoyed the conveniences of the location.

Beach House on a Private Beach!
Oh my goodness. This place was a DREAM. Such a beautiful home with a view you can’t top. My husband and I stayed with our children and two friends for an east coast summer getaway and we could not have found a better place. Awesome setup, view, and Gaby could not have been more helpful. We would love to stay here again.

Gorgeous Waterfront Home with Dock and Beach
We spent the weekend here catching up with friends and couldn’t have asked for a better spot. The house was cozy and welcoming from the moment we arrived, with beautiful views all around. We’re so thankful we got to stay and make the most of it. There’s so much to do nearby, and it’s just a quick drive to Portsmouth, NH, which has so many great places to explore. Rachel also shared some fantastic recommendations that made our trip even better.

"The Surf" | Ocean & Marsh Views | Rooftop Deck
I had the best experience. Perfect place for a weekend getaway. Clean and comfortable. Beautiful place to stay. We had great ocean and marsh view. Can’t wait to plan another trip soon! Thanks Sean!

Comfy 3 BR beach cottage, 2 min walk to the beach
Everything was perfect. Plenty of room, and comfy beds.

Seaside Cottage
Oh my goodness, this place is a gem! Hayley has thought of everything one might need to be comfortable for a short- or long-term stay. The bed was comfy, everything was neat as a pin, the yard was fabulous, and the location was awesome. Thank you so much, Hayley!
Beach house rentals with a pool

Serene Hampton Beach Retreat
We had the best time at Nicks! Very clean. Basically a full kitchen and had two sleeping options. Beautifully decorated. Loved all the attention to detail and thoughtful extras. There were even games to play and extra cleaning basics to use. Great location. Loved the outdoor pool and proximity to beach, boardwalk, and restaurants. We’ve been coming to Hampton for decades and this was one of our favorite places to stay by far. I think this set up would be good for any family group or close friends, but wanted to highlight how ideal it was with two toddlers (since those great places for this age aren’t always easy to come by). Additionally, Nick was very friendly and helpful and easily reachable. Highly recommend this gem.

Mansion in Gloucester with Pool
My family and I were fortunate enough to spend the thanksgiving holiday here. It was the perfect space for a group gathering. Would highly recommend!

NEW! Walk To Beach! Sunshine House
Probably the most enchanting and creative place I’ve ever stayed! Bright, clean and colorful! Brenna and Kyle were friendly, helpful and responsive. Would definitely stay there again.

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok
What can I say? They’ve thought of everything to make you feel welcome and right at home! Special snacks awaiting the kids with breakfast items already thought of! The indoor pool and hot tub were perfect for every day of our stay! The rooms were comfortable and felt right at home! Thank you for a perfect and memorable stay!

Large Pool, Nature Trails, Redd's Pond, 4-Bed
Amy was very responsive and communicative. The house was clean and maps took us right to the home. It was too early in the season to enjoy the pool but it was pristine and would have been great for hot summer weather. Amy was wonderful with trying to accomodate any requests and we liked the location from easy access to Salem and within a one hour drive to Boston!

Rockport Pool House|4BR/3BA Walk to Bearskin Neck
Beautiful house in a lovely quiet neighborhood. Kitchen was amazing! Very walkable to Bearskin Neck and Old Garden Beach. We had a few little glitches the first night, but Rachel was very responsive and everything was perfect within 24 hours. Would absolutely be happy to stay there again. To future guests: Rockport is light on grocery stores, so even though most things are walkable, for groceries you might want a car.

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ
We had a wonderful time celebrating the holidays here. The hosts decorated for the holidays and it was lovely! The home was clean and the furnishings were comfortable. The appliances including the washer/dryer were all very new. I definitely recommend this property!

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub
Beautiful location and great house! We had a great time celebrating my 30th birthday with friends. The hot tub/pool is perfect for hanging out after sunset.
Private beach house rentals

Eden Cove
The views this home offers are beautiful. It is a nice neighborhood for walking a dog. The home has everything you would need. The host is very responsive.

Plum Perch: Professionally Cleaned, Close to Beach
My friends and I really enjoyed the house. It was VERY clean and it was in a great location. Easy walk to the beach and a couple of fun bar/restaurants. Parking for 5 cars. Only thing for renters to be aware of is the photos make the house appear a lot bigger than it is. The living room is small and the room with the twin beds is very small. However, the deck is large and attractive! Great house for a sunny day!!!

Beachmont: 3bed house near beach
Joe’s place was perfect for a quick getaway to New England with some friends. It is well furnished and the location was fantastic! We were able to easily walk to town or the beach.

Brand new home minutes to the ocean
Heather was a great host who was quick to respond with any questions. The house was spacious and clean. Near plenty of good places to eat but secluded enough for peaceful evenings. Would stay again if vacationing in or around Gloucester.

Rockport ~ Entire 3000 Square Foot Relaxing Home!
We return to Rockport every summer, and this was our first visit to Jeanine and Don’s beautiful home. We cannot say enough about the spacious clean house and the wonderful location. We walked almost everywhere multiple times a day and enjoyed the house and backyard in between adventures. Our family of six felt right at home and appreciated all the special extras their home had to offer. The game/activity cabinet was such a hit not only for our 4 year old, but with our teens as well! We travel a lot and this was our first air bnb with such a fun and exciting touch. Thank you for a fantastic stay!

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets
Had a great stay in Gloucester with a large group of friends and families from college. The house is as described with plenty of living and sleeping space for large groups. The screened porch is perfect for hanging out and eating in. The backyard is right on the water with plenty of outdoor games, a grill, fire pit, and paddle boards and a kayak to get on the water. Extremely family friendly with fun board games, life vests of all sizes, beach toys and floats etc. Location is great too, close to beaches, grocery stores and downtown Gloucester. Was the perfect space for a long weekend, and located very conveniently to Boston to accommodate families flying in from far away.

Lovely home by the sea!
Thank you for sharing your beautiful, well appointed home as a gentle landing place for a busy graduation weekend. It was a wonderful relaxing environment to celebrate with family.

Cozy 2 Bedrooms near ocean
A group of friends and I stayed for a weekend trip to Salem and it was absolutely perfect! Exactly as described and super clean. Would absolutely stay again and recommend to people staying in the area!
Destinations to explore
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Revere Beach
- Fenway Park
- TD Garden
- Harvard University
- Lynn Beach
- Duxbury Beach
- York Harbor Beach
- North Hampton Beach
- New England Aquarium
- Long Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Crane Beach
- Canobie Lake Park
- Prudential Center
- Long Sands Beach
- MIT Museum
- Good Harbor Beach
- Rye North Beach
- Museum of Fine Arts, Boston