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House holiday rentals in Essex

Find and book unique houses on Airbnb

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Popular amenities for Essex house rentals

House rentals with a pool

Guest favourite
Home in North Andover
4.94 out of 5 average rating, 157 reviews

Nana-tucket Inn

AdamRating, 5 stars3 weeks ago
The Nana-Tucket Inn is an absolutely gorgeous and pristine property with everything a family could need! It was perfect for our family while we were visiting New England. It was a great space for family time and our teenagers had plenty to do. Nancy and Joe are the perfect hosts! They are kind and extremely helpful while they maintain the beautiful property. They are not intrusive at all but are there if you need anything. During our stay, a huge storm blew through Massachusetts with extremely strong winds and tons of rain. Nancy and Joe had the mess made by the storm was cleaned up immediately by a professional crew the next morning so that we did not miss a single moment of the property amenities! Nancy also made us a blueberry crumble cake that was delicious and so kind. We thoroughly enjoyed our stay and we cannot wait to return during our next New England trip.
Guest favourite
Home in Kittery
4.95 out of 5 average rating, 41 reviews

Fantastic Kittery Home with Pool

NancyRating, 5 stars3 days 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, 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 Candia
5 out of 5 average rating, 3 reviews

Amazing House, Party Barn & ATVs

JonathanRating, 5 stars3 days 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
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 Norwood
4.95 out of 5 average rating, 44 reviews

the house of id; vintage shop, accessible space

JasonRating, 5 stars4 days ago
Super fun and eclectic house! What really made the stay were the owners, they are thoughtful and very responsive, they clearly care a lot about their guests!
Guest favourite
Home in Weston
4.97 out of 5 average rating, 94 reviews

Spacious vacation unit in premium suburban town

JenniferRating, 5 stars1 month ago
I had a wonderful stay at this Airbnb in Weston, MA. The house was spacious, spotless, and located in a peaceful, wooded neighborhood right next to Cat Rock Park—perfect for relaxing or enjoying nature. It was incredibly quiet, which made for a restful stay. Parking was convenient, and check-in was seamless. Everything about the experience was easy and comfortable. I would absolutely recommend this place to anyone looking for a clean, quiet, and well-located home away from home.
Guest favourite
Home in Derry
4.92 out of 5 average rating, 185 reviews

Sanctum by the Lake

ShaileeRating, 5 stars2 weeks ago
Great location with beautiful surroundings. The backyard had a pool and hot tub, perfect for relaxing. Steve was helpful and easy to communicate with. Would recommend!

Weekly house rentals

Superhost
Home in Ipswich
4.91 out of 5 average rating, 46 reviews

Northridge Vista

KarenRating, 5 stars2 weeks ago
my friend and I from Tennessee were looking for a place to relax for a few days in New England. Ipswich was a delightful location, but we found it hard to leave the lovely view from the upper level of the home!
Guest favourite
Home in Rockport
4.95 out of 5 average rating, 55 reviews

Charming waterfront home. Patio, Shops & Dining

LyndaRating, 5 stars2 weeks ago
I can’t thank you enough for letting me stay in this beautiful location. I’ve been going through chemo treatment and trying to find beautiful places in between treatment to enjoy. This place was a fav. Which I sort of want to keep to myself. I didn’t have a lot of energy to do a lot but it was exactly what I needed. Parked my car and left it behind. Watched the tide, walked around a beautiful place with my dog. I couldn’t ask for more.
Top Guest favourite
Home in Rockport
5 out of 5 average rating, 25 reviews

Oceanfront Home Rockport

KurtRating, 5 stars2 weeks ago
The house and location were amazing, as was the host. Hoping to stay there again next summer.
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, 11 reviews

Waterfront 4 bed/2 bath-Stunning Annisquam Sunsets

RaghavRating, 5 stars1 week 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 Salem
5 out of 5 average rating, 52 reviews

Sea View Guest Suite

GregoryRating, 5 stars4 weeks ago
Bre was great! She was super responsive and was good with tips for places to go to in Salem when we asked. She also provided a manual for the stay that had tons of recommendations of things to do in and around the area. The home was exactly as it looked and was super duper cute, we also loved being able to come back from our time out and have a nice cozy place to stay.
Guest favourite
Home in Lakeside Marblehead
4.97 out of 5 average rating, 37 reviews

3-Bed Modern Cape Walking Distance to Public Dock

KatyRating, 5 stars2 days ago
The house was clean, updated, and a nice walking distance to downtown and to the harbor. The house was cozy and safe for a rambunctious 2-year-old, and had all the equipment for cooking as a group. Amy was an excellent communicator. Would recommend!
Top Guest favourite
Home in Lakeside Marblehead
4.97 out of 5 average rating, 68 reviews

Old Town & Walking Distance to Everything

MatthewRating, 5 stars1 week ago
Beautiful historic home. Easy walk to downtown area. The fenced in yard was great for the dogs. Caroline was very responsive and kind. We would stay here again if ever back in the area!

Private house rentals

Guest favourite
Home in Gloucester
4.9 out of 5 average rating, 20 reviews

2 bedroom in heart of Gloucester

MichelleRating, 5 stars7 months ago
Our family had an amazing time. Very nice and clean inside. The bed was so comfortable. Felt very homey. Enjoyed the backyard as well. Close to the train. We went to Salem for Halloween. All in all a great experience! Thank you Michael for all your help! Would definitely come back!
Guest favourite
Home in Peabody
4.93 out of 5 average rating, 14 reviews

COZY Apartment

RebeccaRating, 5 stars1 week ago
Emenkeng’s place was perfect for me on my trip to the North Shore. Super easy to get to and from the airport and to my friends’ homes. Emenkeng was responsive and helpful when I had questions and the apartment was completely spotless when I arrived. I felt safe the whole time I was there. I would definitely stay here again!
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.
Top Guest favourite
Home in Gloucester
5 out of 5 average rating, 12 reviews

Chic Coastal Retreat

SandyRating, 5 stars3 weeks 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 ❤️
Top Guest favourite
Home in Andover
4.93 out of 5 average rating, 29 reviews

Cozy 2 story guest house.

JenniferRating, 5 stars1 week ago
We were delighted to stay at Vanessa’s home, which is even lovelier than the photos depict. The area and home are beautiful and quiet, with all the amenities we needed. We had the opportunity to meet Vanessa, and she was exceptionally kind. Very highly recommend!
Top Guest favourite
Home in Rockport
5 out of 5 average rating, 15 reviews

Family Cottage by the Beach & Downtown + Parking

AnaRating, 5 stars2 weeks ago
My family and I had a very pleasant stay. Jacob and Bruce were always very communicative and always there for anything we needed. The place was really cute, very clean, had everything we needed. It was very close to the beach, playground and downtown. We walked there every day. They also gave us good recommendations. The town is lovely , a nice place to visit, a lot of local shops, and a lot of friendly people. Thanks for making our stay very enjoyable.
Top Guest favourite
Home in Newbury
4.99 out of 5 average rating, 77 reviews

The Pearl: Steps to Beach, Wildlife Refuge

JamieRating, 5 stars3 days ago
Kareem was an amazing host. Incredibly responsive, super open and understanding, really made it all feel like home. Working with Kareem was one of if not the best Air BNB experiences I’ve ever had. We’ve been renting on Plum for three years, three different spots and I can safely say we’ve found our forever rental. Worth every penny.
Superhost
Home in Georgetown
4.81 out of 5 average rating, 178 reviews

Nothing Fancy Older Pet Friendly Home – near I-95

NicholasRating, 5 stars1 week ago
House was clean, roomy, private and a quiet neighborhood. Grocery store was close by which was very convenient

Quick stats about house rentals in Essex

  • Total rentals

    20 properties

  • Total number of reviews

    830 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    20 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Essex County
  5. Essex
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