Cottage holiday rentals in Rockport

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Top-rated cottage rentals in Rockport

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Guest favourite

Cottage in Newburyport

5.0 out of 5 average rating, 144 reviews

Plum Island’s TRUE NORTH COTTAGE

Re-center yourself at True North Cottage while staying in our newly renovated, thoughtfully designed & styled cottage, nestled along the pristine barrier beach at the northern point of Plum Island, Newburyport, MA. Take-in ocean views via beach access across the street or walk the low tide sand of the Boat Basin and admire the steeples above historic Newburyport, both within a 2 to 3 min walk. Weather just relaxing at the beach, biking or kayaking, an experience awaits you at True North.

15–22 Apr

$1,448 NZD per night

Guest favourite

Cottage in Kittery

4.95 out of 5 average rating, 139 reviews

Cozy Maine Cottage by the Sea

Cozy one bedroom beach cottage for rent in picturesque Kittery Point, ME. The cottage is located in a quiet coastal community over looking Chauncey Creek, but is just minutes to all the seacoast has to offer. Short drive to many area beaches (Hampton, NH; York, Ogunquit, Wells, ME). Better yet, walk to Kittery's own quiet Seapoint Beach, paddle at the bottom of the hill in the two kayaks provided or just relax on the peaceful deck with a book, a beverage and the gas fire pit for ambience...

27 Oct – 3 Nov

$326 NZD per night

Guest favourite

Cottage in Hampton

4.95 out of 5 average rating, 221 reviews

2 Bedroom Beach Bungalow, Steps from the Beach!

Located at the Island Section of the beach steps from the ocean and a short walk to the Boardwalk. It is a 2-bedroom cottage for a maximum of 4 guests with 2 parking spaces. Included with your rental are bed linens, bath towels, beach towels, beach chairs, cooler and umbrella. The owners occupy this property and are easily available. There is NO smoking, NO pets and quiet time is from 11pm - 7am We prefer to rent to families and older adults. Contactless Check-In Year Round Availability

1–8 Oct

$467 NZD per night

Guest favourite

Cottage in Newbury

4.82 out of 5 average rating, 101 reviews

Sunset Bliss a Plum Island Oasis- Beach 3 min walk

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 to Plum Island Grill and the Sunset Club for cocktails and dinner. Beach, boating, fishing, wildlife sanctuary, and the historic downtown Newburyport all just 40 miles from Boston!

1–8 Sep

$1,028 NZD per night

Guest favourite

Cottage in Windham

4.9 out of 5 average rating, 140 reviews

Little House on the Pond

PLEASE READ "OTHER THINGS TO NOTE" BEFORE BOOKING. Our "Happy Place" feels far, but is close to everything! Tucked in the woods in a small lake community, our tiny cottage is bright and cozy. Our fully appointed cottage has everything you need to be comfortable; heat, A/C, cotton linens, fluffy towels, BBQ, fire pit... even an outside shower. There's a hammock for naps, kayaks for paddling, beach chairs in the shed and a short walk leads to your spot in the sand and cool water.

27 Jun – 4 Jul

$465 NZD per night

Guest favourite

Cottage in Kittery

4.94 out of 5 average rating, 127 reviews

Badgers Island Cottage

You will fall in love with this cozy Maine cottage on Badgers Island! From its lovely views of the Piscataqua River, to its gardens, open-concept floor plan and tasteful style -- it is everything an island home should be. Features an updated kitchen with brand new appliances with granite counters, Brand new tub, toilet, and vanity, wood floors in every room, and full walk-out basement. Walk to Portsmouth or sit on the porch and watch the boats go by -- island living at its best!

20–27 Feb

$479 NZD per night

Guest favourite

Cottage in Gloucester

4.97 out of 5 average rating, 101 reviews

Sunny & private cottage in Lanesville Village

Sunny private 2 bedroom cottage with large garden, deck,and great Lanesville location near the ocean. In the off-season, a quiet escape -perfect for focused work, writing, painting or reading, Please contact host for discounts on longer stays (of a week or more) Living room with large flat screen smart TV with Roku, fast internet, and lounge with pull out couch and pocket door for privacy. Dogs under 55 lbs allowed (no more than 2 ) no cats. Yard is not fenced in.

20–27 Feb

$362 NZD per night

Guest favourite

Cottage in Rockport

4.98 out of 5 average rating, 100 reviews

Periwinkle Cottage #1 -walk to everything!

In 2024 - we are honored to celebrate 15 years in business! A warm and cozy vibe will welcome you to Unit 1 with its light colored walls and bold artwork. This unit has everything you'll need for a short getaway or a longer stay. Walking distance to everything Rockport has to offer with full kitchen, parking, laundry (laundry available for stays 7-nights or longer only), gas grill, Wifi with all linens supplied and more. Quiet and private. Book your stay today!

23–30 Sep

$529 NZD per night

Guest favourite

Cottage in Essex

4.97 out of 5 average rating, 212 reviews

French Flair "Pied a Terre" Cottage on the Marsh

Sunny cottage with marsh views, under 5 minute walk to town. Eat on the water in one of the many village restaurants, rent a kayak or paddle board. Go "down river" like a local! Shop the world renowned antique stores or enjoy the local beaches. There are many unique places to visit in Gloucester, Manchester, Rockport, Ipswich, Salem and of course Boston. There is a Visitor Manual for your convenience and we would be happy to answer questions that you might have.

4–11 Sep

$394 NZD per night

Guest favourite

Cottage in Kittery

4.96 out of 5 average rating, 273 reviews

Charming Coastal Maine Cottage

Charming Coastal cottage on private way. Two bedrooms w 1 bath upstairs. Additional pullout futon in separate room downstairs. Sleeps up to 5. Surrounded by Rachel Carson National Wildlife Refuge, walk to Seapoint Beach, beautiful and peaceful. Large screened porch to relax in. Bird watchers paradise. Eclectic restaurants, galleries, museums, local food purveyors, breweries and more all 10-15 minutes away in Kittery/Portsmouth .

13–20 Oct

$505 NZD per night

Guest favourite

Cottage in Rye

4.91 out of 5 average rating, 120 reviews

Seacoast Solo

Location? You got it. Quiet, rural spot, 5-15 min to beaches, towns, restaurants, arts, historical sites, and outdoor explore options. Easily enroute to MA, ME, and VT for more. Here is a small cozy room for one traveler. Guest room with separate entrance, bath, forest facing semi private deck, and parking. This weathered home has been in the family since built in 1908. Style, original eclectic shabby chic :)

30 Nov – 7 Dec

$207 NZD per night

Guest favourite

Cottage in Manchester-by-the-Sea

4.95 out of 5 average rating, 347 reviews

Singing Beach Cottage in Manchester by the Sea

Beach is .9 tenths of a mile, Gordon College 5.1 miles, Endicott College 4.6 miles, Salem 14 miles (23 min train ride), Boston is 30.6 miles (53 min train ride). No visitor parking at the beach during the summer. Shops, restaurants, groceries & train are .2 tenths of a mile away. Town limit = 4 guests. Off-street parking for 1 car. Super clean unit however not hypoallergenic (known scam to get refund).

24–31 Aug

$455 NZD per night