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Enjoy Lobster Cookouts on the Deck, Private Setting Close to all Attractions

33 Reviews
Bedrooms 3
Property type house
Minimum Stay 2 nights

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Minimum Stay
2 nights


Photos and Description of this 3 bedroom holiday home in Gloucester - Lisa's Lookout

3 bedroom, Large Living room and Kitchen and Outside Patio

This Quaint setting home in West Gloucester has been totally remodeled in 2012. This home sits on a hill with large porches to relax on. Enjoy the Patio with a nautical look while having a lobster cook out or grilling the days local catch. This unique home offers the choice of up to 6 beds, in 3 rooms, along with a fully stocked kitchen and one full baths.

The living room has a custom nautical bar , 2 leather recliners a large couch as well as a card table to play games on. The fully equipped kitchen has everything you can think of . A full size refrigerator, Microwave, Electric Stove, Dishwasher and Coffee Machines. This rental is approximately 1400sq. ft. and is priced as quoted.

The outside Patio has a lobster cooker, gas grill, tables and chairs to enjoy the outside.

Particular attention is given to cleanliness.

  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • wheelchair inaccessible

Property Manager
Lisa and Kevin Twombly
Member since: 2014
Speaks English
Response time:
Within a day
Response rate:
Calendar last updated:
25 October, 2016
Call Manager

About Lisa and Kevin Twombly

Kevin and Lisa Twombly are dedicated to customer service. Captain Kevin has been operating Fishing Charters in Gloucester for 25 years. Lisa has been outfitting the home with every amenity you can think of. She has been treating the guests of Lisa's Lookout to an experience beyond their expectations.

Lisa and Kevin Twombly purchased this house in 2011

Why Lisa and Kevin Twombly chose Merrimack Valley & Essex County

This property was to give the guests who come from around the world to fish with Captain Kevin a nice alternative to a cramped noisy hotel.

What makes this house unique

The travelers who visit Lisa's Lookout enjoy the cleanliness of the home and attention to unique details. Everything you can think of is in this home.

The nautical setting makes you feel part of the sea.


based on 33 holidaymaker reviews

Enjoy Lobster Cookouts on the Deck, Private Setting Close to all Attractions
average rating of 4.878788 based on 33 reviews
Rochester, NY

Couldn't ask for anything more

  • 5 of 5

Six guys from Upstate New York fishing with Capt. Paul Hebert aboard the Wicked Pissah. Paul recommended Lisa's Lookout as the perfect place to stay and he was right...it's perfect. This place everything you could possibly need and is comfortable enough for a guy's weekend of fishing. Lisa was awesome to deal with and made the whole trip planning very easy. We're already planning our next fishing charter with Paul for next July and you can bet we'll be staying at Lisa's Lookout again!

  • Review Submitted: Sep 29, 2016
  • Date of Stay: Sep 2016
  • Source: HomeAway
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New Hampshire

Clean, tidy and very inviting

  • 4 of 5

We had a girls weekend and had so much fun. Lisa was very welcoming and made sure we had everything we needed - plenty of towels, beach bags and even beach chairs! The upstairs/downstairs features were great because you couldn't hear anything downstairs when you were upstairs so it was very quiet/easy for sleeping. It was very close to town and beaches. Great patio for relaxing and we had great weather as well. I would highly recommend this rental!

  • Review Submitted: Aug 8, 2016
  • Date of Stay: Aug 2016
  • Source: VRBO, from HomeAway
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Amazing property amazing people

  • 5 of 5

The house was everything we needed and they even put food in the fridge for us. Had plenty of breakfast food as well as all the cooking needs.

  • Review Submitted: Jul 5, 2016
  • Date of Stay: Jun 2016
  • Source: HomeAway
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Just like home!!

  • 5 of 5

Thanks Lisa for making our fishing trip a success.

The house was comfortable and spacious and my friends liked all the little touches such as food in the fridge and snacks.

I would recommend this place, great value.

  • Review Submitted: May 18, 2016
  • Date of Stay: May 2016
  • Source: HomeAway
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Great value

  • 5 of 5

Lisa's Lookout was perfect for our Labor Day weekend beach trip. We had a party of 5, very comfortably fit, just had to coordinate use of the 1 bathroom. There was an issue with electronics upon arrival, Lisa was so responsive and attentive to make sure all was perfect. The 'special' touches were very thoughtful and much appreciated. She was also flexible, as our arrival and departure times did not fit into typical check in/out times.

  • Review Submitted: Sep 17, 2015
  • Date of Stay: Sep 2015
  • Source: VRBO, from HomeAway
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Comfortable & Great Outdoor Areas

  • 5 of 5

Lisa was so lovely to work with. We went for a bachelorette weekend and it was wonderful! All the girls can't wait to come back. The outdoor areas were awesome! Two patio areas and 3 levels of decks. It was so relaxing. Lisa was great to communicate with and put out special things for us gals. Ten thumbs up!

  • Review Submitted: Sep 2, 2015
  • Date of Stay: Aug 2015
  • Source: HomeAway
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Fenway Park
"Walk to the train to take you to one of the famous ball parks, Fenway Park, home of the Bost..."
Good Harbor Beach
"A beautiful white sand beach with plenty of parking"
The Gloucester House Restaurant
"Family type restaurant overlooking Gloucester Harbor"
Rocky Neck
"A nice place to shop, have lunch and view the famous motif no.1"
Cape Ann Brewing Co
"Get a taste of many local brew made in Gloucester along with great Pub style food"
Cape Ann's Marina Resort
"Visit the Wicked Tuna boats while staying at the home of Capt. Kevin of the Lisa&Jake"
Causeway Restaurant
"If you would like a big plate of food this local place of the beaten path offers huge portio..."
Kayman Charters Gloucester
"Kayman Charters offers private fishing trips for up to 6 people This is the first charter bo..."
Wingaersheek Beach
"Beautiful tidal beech with the warmest water to swim"
Nearest Airport
30 Miles
Boston Logan International
Nearest Barpub
1.5 Miles
Cape Ann Marina
Nearest Golf
4 Miles
Bass Rocks
Nearest Train
1 Miles
MBTA Commuter
Nearest Motorway
2 Miles
Rt 128/95
Nearest Restaurant
1.5 Miles
Causway Restaurant
Nearest Beach
3 Miles
Wingaersheek Beach
Car: recommended

Historical Gloucester is one of the oldest sea ports in the country. The home of many movies like ' The Perfect Storm'. The new reality show 'Wicked Tuna'. There are many pristine beaches to visit, hiking trails, marinas, museums and restaurants.

Gloucester has weekly events and festivals. Sit up at the hill of the beautiful Fort Stage Park and watch the lobster boats work and the fishing boats return from sea.


Prices & Availability

Prices for this holiday house in Gloucester, Merrimack Valley & Essex County

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rental Period Minimum Price Additional Nights Weekend Night Weekly Monthly Event Price
My Standard Rate
2 night minimum stay
for 2 nights

Additional pricing information

Refundable Damage Deposit £247

Captains Suite is an additional charge of $1000 per week in the winter, $1100 per week in the Spring and $1200 per week in the Summer. This Fully equipped 3 bedroom Section of the house can be rented separately.
Call or e-mail for details

Manager's Cancellation Policy

100% refund for cancellations more than 30 days before check-in date.
Enter dates for accurate pricing
Enquire Now
Available arrival


Accommodation and facilities for this holiday house in Gloucester in Eastern Massachusetts

Property Type:
  • house
  • Self-catering
Floor Area:
  • 1400 sq. ft.
Location Type:
  • rural ...
  • Adventure
  • Air Conditioning
  • Clothes Dryer ...
  • Hair Dryer
  • Heating ...
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided ...
  • Washing Machine ...
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave ...
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Hob ...
  • Toaster
  • Dining Area
  • 1 Bathroom
  • Bathroom 1 - Toilet , Bath with Shower , Shower Enclosure
  • Lisa's lookout has a full bathroom with all the towels provided as well as extras you might have forgotten.
  • 3 Bedrooms, Sleeps 6
  • Bedroom 1 - 1 Double Bed , 2 Single Bed
    Bedroom 2 - 2 Single Bed
    Bedroom 3 - 2 Single Bed
  • Lisa Lookout is Two- three bedroom units within one house with 11 total beds. The advertised price is for one unit call to rent entire house
  • Satellite / Cable ...
  • Television ...
  • Balcony ...
  • Boat ...
  • Terrace ...
  • Golf ...
  • Barbecue ...
  • Water Sports Gear ...
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • wheelchair inaccessible
  • autumn foliage
  • cinemas
  • festivals
  • marina
  • restaurants
Leisure Activities:
  • beachcombing
  • bird watching
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness centre
  • groceries
  • hospital
  • laundrette - serviced
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • sailing
  • diving
  • snorkelling
  • bay fishing
  • surf fishing
  • surfing
  • swimming
This House will be beyond expectations upon arrival!

Partner Offers

Portable wifi hotspot

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