Holiday rentals with a fire pit in Ipswich

Former Carriage House - Plum Island

Enjoy this renovated former carriage house tucked away off a quaint residential side street on Plum Island, Massachusetts. Relax on the private deck to read a book, enjoy sunbathing at the gazebo or toast some marshmallows in the back yard. Just a short walk from the beach or the calm waters of the basin, a small inlet of water off the mouth of the Merrimac River. Some of our Amenities include: - 2 Bedrooms (1 Queen, 1 Double) equipped with memory gel foam mattresses. - 1 Full Bathroom w/ walk-in shower & heated floor - Smart TV - Free Wireless Internet - Air Conditioned - Full Kitchen - Washer / Dryer - Gas Fireplace - Off Street Parking for two cars. - Private Deck & Yard - Linens, Towels, Beach Essentials, Hair Dryer, Iron and more.. Please feel free to call or email with any other questions. We want your stay to be as comfortable as possible. Checki-In: 4PM Check-out: 11AM

Sunset Bliss- stylishly renovated, 3 min to beach

Peaceful Plum Island cottage, renovated fall of 2018 and 2023 with New England coastal charm. Open floor plan and water views of the marsh, a short 3 minute walk to the beach. Watch the sun rise over the Atlantic and enjoy the spectacular sunset directly in front of the house for a nightly show. Walk the cottage for ice cream, Rip tide & the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

Stagehill Beach House

Spectacular water views from every room! 5 min walk to the beach and Pirate Park playground. Well stocked spacious kitchen, two family rooms, 4 BRs , dining room, deck and screened-in sun porch. Happily welcomes families, wedding guests and friends to enjoy my informal, livable, light infused beach house. Located on Great Neck in historic Ipswich, 4 miles to the charming downtown and a 15 minute drive to Crane Beach. Relax and enjoy! Ping pong table, corn hole, campfire! 2 driveways!

Winery Bungalow w/ Vineyard Views & Wine Tasting

Private two-story bungalow located on the Marble Ridge Winery property with beautiful views of our historic barns and vineyard. Perfect for couples, friends, or professionals seeking a peaceful retreat just minutes from downtown Andover. The home features a spacious living and kitchen area, large bedroom, enclosed porch for relaxing, and in-unit laundry. Your stay includes a complimentary wine tasting and 10% off wine bottle purchases. Please review all details and photos prior to booking.

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Accessory Apt on Wooded Property

Forget your worries in this spacious and serene space. Guest House/Over Garage Apartment tucked away on 6 acres. Centrally locataed in the seacoast region of New Hampshire. Close to mountains, beaches, hiking trails, lakes, & more. 15 minutes to Exeter, 30 minutes to North Hampton/Hampton Beach, 35 minutes to Southern Maine and Portsmouth, NH, 40 minutes to Manchester Boston Regional Airport, and 1 hour to Downtown Boston yet still tucked away in your own private retreat in the woods.

Large, Comfortable & Conveniently located Home

You will be close to everything when you stay at this centrally-located private, updated historical home. 4 bedrooms & 2 baths w/plenty of extra space for large families or groups. Fenced-in spacious patio with huge backyard. Sizable, private parking area. Near Routes 95 & 128. Only 25 mins to Boston. Perfect for trips to picturesque points, including Boston, Gloucester, Newburyport, Rockport, Cape Ann, historic Salem & Maine coastal towns and cities. Dog friendly.

The Solar Powered Dogtown Cabin at Applecart Farm

Beautiful hand built very private cabin with master bedroom and large loft located deep in the woods of Cape Ann. Walking distance to down town Rockport and waterfront. Friendly miniature horses just 200 feet away that children love to visit. Applecart Farm is happy to have guests of diverse backgrounds and interests. Pets are allowed only with advanced request to ensure safety of guest and residents pets. NEM 1450 plug for EV charging.

Entire 1st floor apt in charming seaside Beverly

Enjoy a stylish experience at this centrally-located place. Easy access to downtown Beverly, Salem, local beaches, and commuter rail to Boston. Apartment features a fully furnished living room, bedroom, and kitchen, along with extra amenities including a/c, 𝖶𝗂𝖥𝗂, cable, front and back porch, and outdoor fireplace and patio. Walking distance to all that downtown Beverly has to offer One train stop or 5 minute drive to downtown Salem

Nana-tucket Inn

Charming historic town, home of Brooks School and Phillips Academy, 30 minutes to Boston and Seacoast. Families will enjoy our children’s park and town park, just a short walk from property. Enjoy pastural views while relaxing poolside (availability May 1 - Oct 1)in a quiet & private backyard setting. Hot tub is also open May 1 til Nov 1. Seven minutes to commuter rail for those who desire traveling into Boston, no hassle!

Goose Point Getaway (a boutique AirBnB experience)

Our Goose Point Getaway is a one bedroom apartment located in the lower level of our home. Completely private with its own entrance and no shared space with the owners. You can see a peek of Spruce Creek (a tidal inlet) from the bedroom window and deck. The space has been designed to offer a relaxed, comfortable get away experience. Our home is located in a quiet neighborhood which loops around Spruce Creek.

Walk To Downtown and Ocean, Large Private Yard

Private Two Bedroom with Backyard -1 mile walk to historic downtown Rockport; shops and restaurants -1 mile walk to Front Beach, very family friendly -Fast Wifi, 2 Queen Beds, kitchenette with coffee and tea -Quiet, private yard space with firepit - very cozy! -Family friendly space! -Off street parking for 2 cars -Walking distance to town EV chargers Follow us @highsthavenrockport