House holiday rentals in Rockport

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Popular amenities for house rentals in Rockport

House rentals with a pool

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!
Guest favourite
Home in North Andover
4.94 out of 5 average rating, 158 reviews

Nana-tucket Inn

SamRating, 5 stars3 weeks ago
We had a great time - beautiful house in a terrific location. Super convenient for Phillips Academy if that's why you're in the area. Nancy was very attentive (and actually lives in an apartment downstairs) so was able to do lots of nice things for us like bake us a coffee cake and make floral centerpieces. Thank you!
Top guest favourite
Home in Hampton
5 out of 5 average rating, 46 reviews

Sleeps 10, Indoor Pool, Hot Tub, Pups Ok

DougRating, 5 stars1 week 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!
Guest favourite
Home in Kittery
4.95 out of 5 average rating, 41 reviews

Fantastic Kittery Home with Pool

NancyRating, 5 stars1 week ago
This was our second time staying at Ned‘s place. Just as Beautiful as it was several years ago. He keeps the property very well maintained and takes pride in making sure we are comfortable and have everything we need for a pleasant stay. Felt right at home!!
Top guest favourite
Home in Lakeside Marblehead
5 out of 5 average rating, 18 reviews

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

CollinRating, 5 stars2 days ago
Amy’s home in Marblehead is just perfect. The location of the home was so lovely, as was the home itself, and the host Amy was wonderful. What a memorable weekend we had. I planned my childhood best friend’s “last toast on the coast” and honestly, it wouldn’t have been as perfect without Amy’s lovely home. You don’t realize how important your air bnb environment is on a trip - but it is so important and sets the tone for the trip. So thank you so much Amy! She is such a kind and helpful host. My family loves to travel to MA coast - I told them all about Amy’s home, and will hope to return in the future!
Superhost
Home in Candia
5 out of 5 average rating, 3 reviews

Amazing House, Party Barn & ATVs

JonathanRating, 5 stars1 week ago
Absolute blast! I would have a harder time finding parts about this property and my stay in general that I didn’t like. Checking in was extremely easy and once I did me and my party felt right at home. Perfect location, very remote and quiet so you don’t have to worry about possibly disturbing others nearby. The amenities were endless and it was impossible to not be having a good time all the time when you can take a dip in the pool/hot tub, use throwing axes, visiting the chickens,shooting hoops outside or using the garage and all of the mini games (ping pong, mini basketball, darts). There are endless spots to sleep in and the party barn was a great place to have conversations in. The garden was beautiful and a marvel to look at. The hosts were extremely welcoming and friendly. They responded to my questions almost instantly and even offered suggestions on nearby food for the night. This is only the surface of the endless positive things I have to say about my experience. 10/10
Top guest favourite
Home in Norwood
4.96 out of 5 average rating, 45 reviews

the house of id; vintage shop, accessible space

RoberthoRating, 5 stars1 week ago
This is a great place; I never expected it to be like this inside—it’s beautiful and so well organized, truly extraordinary.
Guest favourite
Home in Derry
4.92 out of 5 average rating, 188 reviews

Sanctum by the Lake

SheylaRating, 5 stars4 days ago
Me and my family had a great time at Steve’s place. The weather was a little windy so it did interfere with our plans at the lake but Steves place made up for it with the great pool which was not that cold and lets not even say the hot tub was amazing! Steve was attentive and letting me know how to check in, how to check out and what needed to be done. Thanks!

Weekly house rentals

Top guest favourite
Home in Annisquam
4.93 out of 5 average rating, 29 reviews

Beach House on a Private Beach!

ToriRating, 5 stars2 weeks 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.
Superhost
Home in Rockport
5 out of 5 average rating, 4 reviews

Cottage/Loft Combo!|Deck|Sleeps 7|2 Parking Spaces

DanielleRating, 5 stars10 months ago
My family and I have been visiting Rockport every year for the past 30 years. We have rented many places over that time, and this was one of the nicest! We really appreciated the welcome message and pastries upon our arrival. We stayed in the cottage and the loft, which both were very clean and nicely decorated with comfortable beds. We were very thankful for the air conditioning as it was a VERY hot week. Check in was straight forward and easy. Parking was a little far away but allowed for a place to park when downtown was busy. Alexander was top notch and extremely responsive. I would definitely stay there again!!!
Top guest favourite
Home in Rockport
5 out of 5 average rating, 26 reviews

Oceanfront Home Rockport

ZariRating, 5 stars1 week ago
Nicole’s oceanfront home was so cozy and the view is stunning. It is right on the beach and there is a nice little boardwalk but it’s not too public. Fully stocked kitchen too, which is great for a big group/family. I stayed in the main bedroom and it had a view of the ocean, the comfiest bed, and romantic novel vibes. The place is like a Nicholas Sparks novel. Would stay again!
Guest favourite
Home in Gloucester
4.97 out of 5 average rating, 35 reviews

Harbor House with Ocean Views

NatalieRating, 5 stars2 weeks ago
What a great stay!!! My bridal party got ready for my wedding here and we had such an amazing time! Spacious, great light, easy to find. Definitely recommend to vacationers and wedding parties!
Guest favourite
Home in Annisquam
4.97 out of 5 average rating, 32 reviews

Annisquam Getaway - Water View+Walk To The Beach

RebeccaRating, 5 stars3 days ago
Our family of 5 (2 parents and 3 teens/tween) had a wonderful stay at Tom’s beach home. We enjoyed the comfortable beds, the ocean view from almost every room, the fun toys/games, and the well-chosen decor. The house had anything we could possibly need for a stay at the beach. We loved spending time in the beautifully landscaped yard listening to the birds, watching the sun rise and set on the waves, and swinging on the swing. It was just a 10 minute drive to groceries at Market Basket, and a 10 minute walk to an amazing beach. Tom was a great host. Thank you!
Top guest favourite
Home in Gloucester
5 out of 5 average rating, 9 reviews

Stay at Rocky Neck

ElizabethRating, 5 stars2 days ago
We stayed here for our mini moon after getting married in Boston just hours prior to arriving! We truly couldn’t have picked a more magical spot. As frequent Gloucester visitors, we already loved Rocky Neck, but this home exceeded every expectation. We walked in, me still in my wedding gown, and audibly gasped at the sunset view from the private deck and dock. Allie was a fantastic host: super responsive and kind. The home is spotless, beautifully decorated, and full of natural light with skylights and windows. We loved the guest house (perfect for my MOH), the indoor & outdoor showers, and peaceful, private location. We dined at 51 Rocky Neck, Minglewood, The Lobster and the Ice Cream Gallery. It’s felt like a world away without leaving MA. No beach crowds, no stress- just a serene escape that let us breathe from life’s stresses and soak in the first few days as newlyweds! We will never forget this stay and couldn’t recommend it more. We hope to be back for our anniversaries! ☀️😊
Guest favourite
Home in Gloucester
4.95 out of 5 average rating, 37 reviews

Townhouse #3 in Downtown with Parking

JamieRating, 5 stars3 weeks ago
Peter's spot is walking distance to many restaurants and little shops. The pictures are accurate- and the place is just as cute as it looks in the photos ! Very comfortable sleeping arrangements and great shower. Was nice to have the washer and dryer to do a quick load of laundry. I would definitely recommend this spot to others !
Guest favourite
Home in Rockport
4.78 out of 5 average rating, 79 reviews

Sea Vagabond - Watch the waves, stroll to the sand

CynthiaRating, 5 stars6 days ago
The place was roomy with great views! short walk to the beach and short drive to gloucester restaurants as well as Bearskin Neck Road! Hope to re-book another time.

Private house rentals

Top guest favourite
Home in Gloucester
5 out of 5 average rating, 12 reviews

Chic Coastal Retreat

SandyRating, 5 stars1 month ago
I had a horrible experience with a house in Rockport and feel that Katherine was a Blessing sent from God to me. She was so generous, flexible and gracious. I have enjoyed all my conversations with her. Her home is 10+. Best place I have been to in Gloucester/Rockport Big Thank you to Katherine for your kindness ❤️
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
4.86 out of 5 average rating, 76 reviews

Beach Life Bliss - steps to the beach

KristinaRating, 5 stars2 weeks ago
Place was nice, beach not far. Everything close by. Of couse house could use some upgrades like fixing stairs to bedroom and shower but everything else was very nice. Pull out bed from couch was comfortable also. We had a great time.
Top guest favourite
Home in Gloucester
4.97 out of 5 average rating, 96 reviews

Charming Year Round Home, Plum Cove Cottage

AngelinaRating, 5 stars2 weeks ago
We absolutely adored our stay. The house and grounds were immaculate and beautiful. The house had all the amenities plus a sweet little beach just a few steps away. We had fun exploring Gloucester and it was an easy drive to Boston for our events.
Top guest favourite
Home in Gloucester
4.96 out of 5 average rating, 49 reviews

Seaside Escape

ErinRating, 5 stars8 months ago
We loved our stay. Dawn was so helpful and responsive. She went out of her way to make sure we had everything we needed. Beautiful property in a great area. Would definitely stay again!
Guest favourite
Home in Rockport
4.96 out of 5 average rating, 24 reviews

Breathtaking Renovated Rockport Home-Walk to Beach

AisaiahRating, 5 stars1 month ago
It was what Me and My family expected. To be beautiful and peaceful. It was a short walk to the beach. There was houses close by but it still felt like there was no one around. Very comfortable could sleep days inside. Me and my family would be for sure staying again. Thanks!
Superhost
Home in Gloucester
5 out of 5 average rating, 8 reviews

360 degree view of the Annisquam river and Ocean

ElyssaRating, 5 stars35 months ago
This is our second year staying at Martin and Ellen’s home. You can’t beat the location and the home is large enough for 2 or more families to be comfortable.
Superhost
Home in Gloucester
4.88 out of 5 average rating, 34 reviews

Cheerful 3-bedroom home with easy access to beach

PaytonRating, 5 stars7 months ago
Had a nice time, house was close to a lot. Great location and kept us close to friends and family. We will be back. Would recommend this home to anyone looking to stay in Gloucester

Quick stats about house rentals in Rockport

  • Total rentals

    120 properties

  • Nightly prices starting at

    $140 SGD before taxes and fees

  • Total number of reviews

    2.8K reviews

  • Family-friendly rentals

    110 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Rockport
  6. House rentals