
House holiday rentals in Essex
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Top-rated house rentals in Essex
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Popular amenities for Essex house rentals
House rentals with a pool

Nana-tucket Inn
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.

Fantastic Kittery Home with Pool
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!!

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!

Amazing House, Party Barn & ATVs
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

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.

the house of id; vintage shop, accessible space
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!

Spacious vacation unit in premium suburban town
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.

Sanctum by the Lake
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

Northridge Vista
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!

Charming waterfront home. Patio, Shops & Dining
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.

Oceanfront Home Rockport
The house and location were amazing, as was the host. Hoping to stay there again next summer.

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.

Sea View Guest Suite
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.

3-Bed Modern Cape Walking Distance to Public Dock
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!

Old Town & Walking Distance to Everything
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

2 bedroom in heart of Gloucester
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!

COZY Apartment
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!

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.

Chic Coastal Retreat
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 ❤️

Cozy 2 story guest house.
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!

Family Cottage by the Beach & Downtown + Parking
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.

The Pearl: Steps to Beach, Wildlife Refuge
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.

Nothing Fancy Older Pet Friendly Home – near I-95
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
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- Hampton Beach
- Ogunquit Beach
- Wells Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- York Harbor Beach
- Duxbury Beach
- North Hampton Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Long Beach
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Long Sands Beach
- Good Harbor Beach
- Prudential Center
- MIT Museum
- Rye North Beach
- Museum of Fine Arts, Boston