Beach house holiday rentals in Gloucester

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Popular amenities for Gloucester beach house rentals

Beachfront house rentals

Superhost
Home in Beverly
4.86 out of 5 average rating, 181 reviews

Beverly Beach House- Upper Deck

JenRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Hampton Beach
4.96 out of 5 average rating, 278 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

Jeffrey WilliamRating, 5 starstoday
Great spot, very clean. Thank you!
Guest favourite
Home in Salisbury
4.88 out of 5 average rating, 219 reviews

Spacious waterfront free parking &Wi-fi

JoyRating, 5 stars1 week ago
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.
Guest favourite
Home in Annisquam
4.96 out of 5 average rating, 28 reviews

Beach House on a Private Beach!

ToriRating, 5 stars1 week ago
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.
Guest favourite
Home in Kittery
4.94 out of 5 average rating, 140 reviews

Gorgeous Waterfront Home with Dock and Beach

KristiRating, 5 stars2 weeks ago
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.
Superhost
Home in Rye
4.85 out of 5 average rating, 113 reviews

"The Surf" | Ocean & Marsh Views | Rooftop Deck

TarshaRating, 5 stars2 weeks ago
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!
Superhost
Home in Salisbury
4.72 out of 5 average rating, 307 reviews

Comfy 3 BR beach cottage, 2 min walk to the beach

NicoleRating, 5 stars1 week ago
Everything was perfect. Plenty of room, and comfy beds.
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 126 reviews

Seaside Cottage

MollyRating, 5 stars1 week ago
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

Top Guest favourite
Home in Hampton
5 out of 5 average rating, 5 reviews

Serene Hampton Beach Retreat

KateRating, 5 stars10 months ago
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.
Superhost
Home in Gloucester
4.73 out of 5 average rating, 15 reviews

Mansion in Gloucester with Pool

MaryRating, 5 stars6 months ago
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!
Top Guest favourite
Home in Hull
5 out of 5 average rating, 17 reviews

NEW! Walk To Beach! Sunshine House

LouiseRating, 5 stars3 months ago
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.
Top Guest favourite
Home in Hampton
5 out of 5 average rating, 46 reviews

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

DougRating, 5 stars3 days ago
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!
Top Guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 16 reviews

Large Pool, Nature Trails, Redd's Pond, 4-Bed

AlanaRating, 5 stars2 weeks ago
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!
Superhost
Home in Rockport
5 out of 5 average rating, 6 reviews

Rockport Pool House|4BR/3BA Walk to Bearskin Neck

MarthaRating, 5 stars1 week ago
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.
Top Guest favourite
Home in Hampton
5 out of 5 average rating, 9 reviews

Sleeps 10-4/2 Cozy Beach Cottage, Pool, Porch, BBQ

MicheleRating, 5 stars5 months ago
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!
Home in North Weymouth
4.93 out of 5 average rating, 44 reviews

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

MiaRating, 5 stars1 month ago
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

Guest favourite
Home in Rockport
5 out of 5 average rating, 38 reviews

Eden Cove

KimRating, 5 stars1 month ago
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.
Guest favourite
Home in Plum Island
5 out of 5 average rating, 120 reviews

Plum Perch: Professionally Cleaned, Close to Beach

NancyRating, 5 stars1 week ago
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!!!
Guest favourite
Home in Gloucester
4.91 out of 5 average rating, 11 reviews

Beachmont: 3bed house near beach

TiffanyRating, 5 stars7 months ago
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.
Guest favourite
Home in Gloucester
4.92 out of 5 average rating, 51 reviews

Brand new home minutes to the ocean

CoryRating, 5 stars8 months ago
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.
Guest favourite
Home in Rockport
5 out of 5 average rating, 45 reviews

Rockport ~ Entire 3000 Square Foot Relaxing Home!

ChrisRating, 5 stars10 months ago
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!
Top Guest favourite
Home in Gloucester
5 out of 5 average rating, 10 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

RaghavRating, 5 stars6 days ago
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.
Top Guest favourite
Home in Gloucester
5 out of 5 average rating, 11 reviews

Lovely home by the sea!

DawnRating, 5 stars4 weeks ago
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.
Guest favourite
Home in Gloucester
4.96 out of 5 average rating, 45 reviews

Cozy 2 Bedrooms near ocean

MckennaRating, 5 stars4 weeks ago
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