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Charming Private 3 Bedroom Cape, North Shore

Bedrooms 3
Property type house
Minimum Stay 3 - 7 nights


About the property

House, 3 Bedrooms, 2 Baths, (Sleeps 6)

Wouldn't you rather wake up to birdsong than the noise of traffic? This comfortably furnished home is a wonderful place to get away from it all! Enjoy plenty of sea breezes, close to charming downtown Jamestown and easy commuting distance to Newport, Providence and Boston.

Set back from East Shore Road, Windward Cottage is a quiet and relaxing 'home away from home', perfect for family holidays and retreats. It is very well appointed for entertaining with a gas range, gas grill, large wrap-around covered porch and well equipped kitchen. A large yard provides room for youngsters to play ball, Frisbee and other outdoor games.

The master bedroom and bathroom are on the ground floor, off the kitchen, but pocket doors offer privacy from the main living area. Upstairs, there are 2 more bedrooms and a full bathroom. The stone fireplace and vaulted ceiling in the sitting room offers a spacious area for reading and socializing.

No stone has been left unturned to offer simple, elegant comfort...


More Details

Member since: 2009
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
April 23, 2017

Why The Owner chose Newport and Aquidneck Island be close to the coast, and the rejuvenating seaside after living in a land-locked place for a long time!


Jamestown House Accommodation and Amenities

Property Type:
  • house
House Rules:
  • Max. occupancy: 6
  • non smoking only
  • children welcome
Location Type:
  • Water View
  • Broadband Access
  • Clothes Dryer
  • Free Long Distance
  • Linens Provided
  • Parking Off Street
  • Parking for RV/Boat/Trailer
  • Telephone
  • Washing Machine
  • Wireless Internet
  • Wood Fireplace
  • Cooking Utensils
  • Dishwasher
  • Ice Maker
  • Kitchen
  • Microwave
  • Refrigerator
  • 2 Bathrooms
  • Bathroom 1 -
    Bathroom 2 -
  • 3 Bedrooms, Sleeps 6
  • King size beds (1), Queen size Beds (1), Twin or Single Beds (1), Baby Cribs (1)
  • CD Player
  • DVD Player
  • Music Library
  • Satellite / Cable
  • Stereo
  • Video Library
  • Deck / Patio
  • Outdoor Grill
  • cinemas
  • health/beauty spa
  • museums
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • horseback riding
  • shelling
  • shopping
  • sight seeing
  • wildlife viewing
Local Services & Businesses:
  • fitness center
Sports & Adventure Activities:
  • cycling
  • fishing
  • golf
  • hiking
  • kayaking
  • mountain biking
  • racquetball
  • rock climbing
  • sailing
  • snorkeling/diving
  • surfing
  • swimming
  • tennis
  • water skiing
  • wind-surfing


Wonderful! 4.9/5 -
(15 traveler reviews)

Charming Private 3 Bedroom Cape, North Shore
average rating of 4.9333334 based on 15 reviews

Splendid visit to a lovely cottage!

  • 5 of 5

Our family (two adults, two grown kids) rented the Windward Cottage for a week of New England seaside vacation. We picked Annlee's cottage on a hunch, and all I can say is, I wish I had been buying lottery tickets that day! The cottage was delightful -- well appointed, pretty landscaping, comfortable furnishings, and perfectly quiet. It made for an excellent base to explore Jamestown and Rhode Island beyond Conanicut Island -- and it was a terrific place to retreat after a busy day. Annlee could not have been a better landlord -- determined to make sure we were as comfortable and as happy with our choice as we could possibly be. In short we strongly recommend the Windward Cottage -- you will not be disappointed!

  • Submitted: Sep 6, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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A Week in Heaven

  • 4 of 5

Windward Cottage combines more than adequate living space with great outdoor accomodations with its very wide and extensive half wrap around covered porch. We spent a good deal of our time out there with NO MOSQUITOES, at least not at the end of August. Jamestown and Conanicut Island have rich histories dating from the 1630s, the Revolutionary War, but recovered and became a fashionable summer retreat while maintaining a near self supporting country atmosphere. Now with two bridges one can have his and her choices of what to do and explore in addition to the old forts and lighthouses on the island. The cottage offers communal living and kitchen rooms but private bed and bath spaces. A nice lawn surrounds the house in a quiet area of the the North End of the island. The owner could not be more congenial in working with us in the rental process and afterwards.

  • Submitted: Oct 29, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thanks so much for writing a review for me. I'm grateful for your kind words and candid approval!
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Indianapolis, Indiana

Wonderful Cottage & Exceptional Owner

  • 5 of 5

Our family - five adults - rented Annlee's beautiful cottage as a home base for our big pilgrimage to the Newport Folk Festival.

The cottage was wonderful; clean, beautiful, and well-appointed. There is everything you might need during your stay, including bicycles and to-go coffee cups! The blue hydrangeas on the property were really showing off & we even spotted a quite healthy groundhog while sipping our morning coffee. A truly delightful cottage.

We did venture around the island via bicycle. We spent a terrific few hours at the Beavertail Lighthouse & enjoyed the small town island life. Most of our time, however, was spent in Newport. We couldn't resist going to La Maison de Coco everyday for the best scones & coffee. We also loved the White Horse Tavern & Pour Judgement for afternoon cocktails & appetizers.

Jamestown & Newport were enchanting. I would highly recommend the Windward Cottage because of its owner, Annlee. She was an absolute pleasure to work with. She was welcoming, accommodating, and clearly invested in our comfort during our stay. I didn't doubt our accommodations prior to our departure, in part, because of Annlee's attentiveness during the planning process.

Thanks much, Annlee!


Indianapolis, Indiana

  • Submitted: Aug 16, 2013
  • Stayed: Jul 2013
  • Source: VRBO, from HomeAway
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Chatham, NJ

A Hidden Gem in Rhode Island

  • 5 of 5

We just returned from our second week long summer stay at Windward Cottage. This house is a hidden gem in Jamestown on a beautiful, tranquil and undisturbed island between Narragansett and Newport. Our 7 and 10 year olds loved Jamestown and never ran out activities, from spending picture perfect days at Mackerel Cove town beach (and visiting the Del's Lemonade truck!), climbing the rocky cliffs of Beavertail, sunsets on Sunset Beach, visiting the International Tennis Hall of Fame, and surfing at Narragansett town beach. The food was extraordinary, cooking our own lobsters, fresh bread from Hearth Bakery, and Chopmist Charlies in town. The owner is so thoughtful and has impeccable taste. She always pays attention to the details and was so personally attentive to our needs even while being in Colorado. We love Windward Cottage and recommend it and the region for anyone seeking peace and relaxation without the crowds of Cape Cod or even Newport, which is just a ferry away. We hope to be back again soon for another stay!

  • Submitted: Sep 16, 2012
  • Stayed: Aug 2012
  • Source: VRBO, from HomeAway
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New York City

Great Escape

  • 5 of 5

Windward cottage was the perfect retreat. Perfect size for us and our toddler. The house is well-put together with everything you need. It's also in the perfect location - close enough to the town of Jamestown and Newport is easily accessible with the bridge close by - but just far enough away to escape to the quiet. The entire area is beautiful with tons to do.

The owner was attentive and even the neighbors were helpful and very friendly.

We will definitely be going back for an escape from every day life.

  • Submitted: Aug 18, 2012
  • Stayed: Jul 2012
  • Source: VRBO, from HomeAway
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Hanover, New Hampshire

Lovely Home

  • 5 of 5

We had a wonderful week at Windward Cottage. The home was immaculate and well appointed, the beds very comfortable and the owner very accommodating. The location was perfect for us - close proximity to Newport and the big wave beaches at Narragansett. Jamestown is a gorgeous, quiet place.

  • Submitted: Sep 13, 2011
  • Stayed: Aug 2011
  • Source: VRBO, from HomeAway
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Rates & Availability

Jamestown House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Summer Season
May 27 2017 - Sep 9 2017
Changeover Day: Saturday
7 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Extra cleaning fee (opt) $120
Refundable damage deposit $350

Rates are subject to change until reservation is confirmed.

Security deposit of $350 required to hold reservation. PayPal & checks accepted. 3 night minimum stay during off season, contact owner for details on short stays. Pets considered, but strongly discouraged, only after discussion with owner. Extra non-refundable cleaning deposit required and supplemental cost.

Owner's Cancellation Policy

Please ask the owner or check their rental agreement when booking the property.

Enter dates for accurate pricing


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