Cottages For Rent/Sale

LAST UPDATED: 1/9/2023
The Summer Village For Sale and For Rent Signs are available in the office.  These are the three Board approved signs and are the only signs that can be used at your cottage: 
1.)  For Sale
2.)  For Rent
3.)  For Sale and For Rent
Please  stop into the office of the General Manager, Vicki Strazzere, when you need to pick up a sign.
For More Information, Please Contact: / (978) 496-9501

Are you looking to list your cottage on our Summer Village Owners' website page FOR RENT or FOR SALE?
Please e-mail a photograph along with a description to:
Kathy Kingsley / 17 Whispering Pines Road

Summer Village Cottages for Rent by Owners


4 Courtview Lane

Outstanding location just steps from all the amenities, heated pools, tennis courts, close to beach, restaurant, pub, and adult pool.  Close to spa, and fitness center.  LOCATION, LOCATION, LOCATION!!    Professionally landscaped  large back and side yards for entertaining.  Weber gas grill and picnic table in the shade.  Two (2) bicycles, tennis racquets, fishing poles, and kayak at boat slip.  View of the pond from the 3-season porch. Fully furnished clean interior.  Granite kitchen with upgraded appliances.  Cable TV, washer/dryer, Wi-Fi internet, 3 season dining on porch, two bedrooms with closets.  Master bedroom has Queen sized bed and guest bedroom has double bunk beds.  A sleeper sofa in living area.  Sleeps up to six (6).  Deposit required to confirm a reservation.  Email contact is: or 

Please call if you have questions.  $1,000 to $1,500 per week or negotiable.  A 4-seat electric golf cart is available for use!
For More Information, Please Contact: Doug Dorosh / (978) 806-6060 

5 Starlight Lane
Lovely Hickory style, fully furnished, immaculate cottage for rent.  The inside mainly consists of Central Air Conditioning (and heat), 2 good sized bedrooms with closets, a huge open loft, full bath with washer/dryer, Open kitchen with stainless steel dishwasher, refrigerator, microwave and stove; a breakfast nook that seats six, a large open living room, and a delightful screened-in porch.  All hardwood floors (no rugs).  Linens and towels provided.  The house is on a cul-de-sac with only 5 cottages, which gives it a private but friendly atmosphere.  It has a large, flat back yard that abuts conservation land and includes a Gas grill, picnic table and chairs, plus a Golf Cart.  It is a short walk to many of the amenities Summer Village has to offer (Playground, Pools, Pavillion, Restaurant, Pub, Beach with lifeguard, Tennis, Mini-Golf, Boating, etc.)  But if you care to ride, a 4-seat Electric GOLF CART is available for your use!
For More Information, Please Contact: Fran DiLeo / (781) 395-5921 / Cell: (781) 439-1488

17 Big Rock Trail
The cottage resides in a gated seasonal community. Cable, washer/dryer, Wi-Fi, 3 season dining/reading porch, two bedrooms (master bedroom with queen and 2nd bedroom with two twins), all bed and bath lines provided along with beach towels, plus parking for two cars. Sleeps four (4) . Weekly rentals only. Maximum number in rental party 4.
Features.... Pond with lifeguarded beach, heated family pool and heated adult (over 18) pool/hot tub
Kayaks/canoes/sunfish available for boating or bring your own rod to fish in the well-stocked pond
Tennis/pickleball/basketball/bocce courts, shuffleboard, golf putting green hiking trails and the well-equipped gym. Walk  to the lodge to enjoy lunch/dinner or a drink at the bar; sit out on the lodge’s screened porch or patio to watch the sunset; cook out at the beach; stop at the general store to pick up the paper and grab a coffee, breakfast sandwich, soup, sandwich or ice cream; or cook meals in fully-equipped kitchen. 
Minimum 1 week rental periods 
Please contact for available dates and pricing
$300 deposit required to hold a reservation; balance due 30 days prior to rental; $200 non-refundable if cancel within 30 days of reservation  Completed reservation form due with deposit to lock in dates Washer/dryer in cottage; all linens and towels provided
All fees, except kid’s pay to play activities, are included
No animals of kind and No smoking - non refundable deposit will be kept for cleaning.
For More Information, Please Contact: ( 781) 662-7013 /

25 Lazy Day Drive

Newly built and furnished cottage that sleeps 4-6 located at the top of Lazy Day Drive. Fantastic location at the top of Lazy Day drive with a pocket park community fire pit for entertaining. Easy access to tennis courts, family pool, playground, lake and restaurant. Our cozy cottage offers a 3 season porch for your enjoyment and a serene outdoor seating area facing the woods with a Weber grill for your use. Golf cart provided. 

Inside we offer brand new amenities provided including queen sized bed in master bedroom, bunk bed (bottom bed is full sized), two twin beds, 1 1/2 bathrooms, Comcast cable & Wifi, A/C and ceiling fans, TV, kitchen eating area, W/D, outdoor seating area, microwave, dishwasher, coffee maker, and full stock of kitchen homegoods. 

Weekly rates available. No smoking, no pets.

For more information, please contact Katie Giglio at with questions and requests for reservation. 

16 Whispering Pines

A newly decorated, clean, comfortable, and sun-soaked cottage, with all the amenities of home, awaits you on Whispering Pines. 

Our cozy cottage features two bedrooms (each with a queen bed), open loft, a queen sleep sofa in the sunroom, a fully equipped, lofted, open-concept kitchen and dining space, and a full bath and laundry. 
Amenities include cable and internet, AC and ceiling fans, gas stove and grill, refrigerator and ice maker, washer and dryer, dishwasher, microwave, coffee maker, cookware, glassware, dishes, utensils, bedding, linens, towels, board games and golf cart access.
Located directly next to a "pocket park", with neighbors only on one side of the property, enjoy our exteriors just as much as the warm decor of our interiors with an expansive private outdoor space, complete with a hammock, Adirondack seating, firepit and tree-strung Edison bulbs that light up the serene pines that surround the property. 
Deposit required to lock-in desired dates. No pets and no smoking for both renters and visitors.
For more information and a quick response, please call, text, or email Sarah Casasanto at or 978-621-1032. For photos of our cottage, CLICK HERE or visit

7 Whispering Pines Road
This cozy cottage located in a gated, seasonal community, is located on a large pond in Westford, MA. The 800 sq ft cottage sleeps 6: a master bedroom with a queen bed, two single beds in the second bedroom, and a sleep sofa in the living room. Included with your rental are bedding, bath towels and beach towels, Cable/WI-FI, a washer/dryer, a fully-equipped kitchen, with a Keurig coffee maker. Enjoy dining or reading in the cottage’s 3-season sunroom or on the patio, which includes seating for 4 people and a gas grill. In addition, a 4-person golf cart is provided, along with parking for two cars.
Community amenities include a pond with lifeguarded beach, a heated family and toddler pool, a heated adult (over 18) pool and a hot tub. Kayaks, canoes, and sunfish are available for boating and/or fishing. Bring your own rod to fish in the well-stocked pond. Enjoy our tennis, pickle ball, basketball, and bocce courts, as well as shuffleboard, a golf putting green, hiking trails, and a well-equipped gym. Visit The Lodge to enjoy lunch and dinner or a drink at the bar. Sit inside the Lodge or in the screened porch. Sunsets viewed from the patio are glorious. Have a barbecue on the beach or stop at the General Store to pick up the newspaper and grab a coffee, breakfast sandwich, lunch sandwich or an ice cream.
All community amenity fees are included, with the exception of Kid’s Pay-to-Play activities.
A $300.00 deposit is required to hold a reservation, with the balance due 30 days prior to the rental start date. The deposit is non-refundable, if the rental is cancelled within 30 days of the rental start date. 
Rental rates range from $1,500. to $2,000. depending on the week, and with a two (2) week minimum. We have a strict no pets and no smoking policy for all renters and guests.
For more information, please contact Barbara at (978-884-5118) or Beth at (978-618-5120) with questions and requests for reservation. 

4 Ravine Way
PRIVATE YARD and SPACIOUS KITCHEN that sleeps 6 comfortably!  Our newly decorated Fernwood style cottage has an ideal floor plan for those who like to gather. The extremely spacious kitchen and dining area connects seamlessly with the adjoining sunroom and the well-appointed bedrooms lie on opposite ends to maximize privacy and function.  Master bedroom has a queen bed and 2nd bedroom has a twin over full bunk bed with twin trundle. The “L” shaped sectional seats 6 comfortably and can also pull out to a queen sleep sofa.
Includes 50” TV, cable & internet, AC & ceiling fans, gas stove & new Weber gas grill, refrigerator & ice maker, washer & dryer, dishwasher, microwave, Keurig, toaster oven, cookware, glassware, dishes, utensils, bedding, linens, towels and board games.  Outside you've got a stunningly private lot. Nestled by trees with plenty of space for relaxing, eating, and entertaining, yet close to all Summer Village has to offer.   Golf Cart Included.
For more information, including pricing and additional photos, please call/text Stephanie Baron at 617-851-7365.
24 Summer Village Rd
Come to stay with us in our private cottage. We have a great backyard a block from everything you need. There are two bedrooms and a total of 3 queen beds. From grill to Keurig, we will have it all! There is also a golf cart on the property for easy access to these fantastic places.
Maximum 6 people with 1-week minimum staying.

Contact us at or 857.222.7828 for additional information.
10 Courtview Lane
Location, location, location!  The cottage is just steps from the pavilion, the family pool, the tennis and basketball courts, and the playground.  It is also a short walk to the beach and the lodge, and the 4 seat golf cart can be used if preferred.  The cottage is the last one on the lane allowing for a bit of privacy in this lively community.  
Enjoy grilling out on the patio or relaxing indoors with central heat and A/C.   The interior is newly painted with new quartz countertops and stainless steel appliances.  The cottage sleeps four or five, depending on the members of the party.  The master bedroom has a queen size bed, and the second bedroom has a bunk bed with a full size bed on the bottom and a twin size bed on the top.  Bath towels, beach towels, linens, a washer/dryer, and a fully equipped kitchen are available for your use.  
Minimum one week rental.  No pets allowed for visitors or renters.  A deposit is required to lock-in desired dates.  Please contact Kelly at for more information and to see additional photographs.
17 Waterview Dr.
Waterfront cottage available for 2+ week rentals. Just steps from all the family amenities, heated pools, basketball courts, tennis/pickle ball courts, yet still very close to beach, restaurant and adult/pool/fitness area too.   Large back yard directly on the pond. Fully furnished and clean interior with living room, 3 seasons dining/reading porch, kitchen, 2BR, loft, and full bath. Includes Cable TV,  washer/dryer, Wi-Fi internet, 2 bikes, paddle board, 4 person golf cart and parking for two cars.  Sleeps six.
Feel free to contact me if you have questions at or 954-439-1666 (text)
2 Firefly Way
Located in the heart of Summer Village. New owners with new furnishings and carpets as well as new paint inside and out. Fully equipped kitchen even new dishes and pots & pans. Newer laminate flooring, central heat/ac, beautiful sunroom, open living and kitchen area, two well appointed bedrooms, ceiling fans, attic storage and in unit laundry. Sleeps 4 (queen in master & 2 twins in the second bedroom). Bedding and towels included. 2 cable tvs, WiFi internet, washer/dryer, ramped entry for easy access, microwave. Golf cart available but not necessary because of easy walk to facilities. Enjoy the Waterview and White Pine Knoll Pocket Parks right outside your door, as well as all the amenities Summer Village has to offer. Heated pools, gym, beach, boats, general store, playground, The Lodge Restaurant, sports courts, activities and more. Non smoking & no pets. 1 week minimum rental. $1000-$1500 per week depending on calendar month. $300 per week required to hold reservation. Balance due 30 days prior to rental. $200 per week non-refundable if canceled within 30 days of reservation. Completed reservation form with deposit will lock in dates.
2 Whispering Pines
Summer Village was created in 2007 from an old campground in Westford, MA, just forty miles from Boston. The visionary developer
built over 200 fabulous cabins, blending modern architecture that’s consistent with deep woods and rolling hills along Long Sought for
Pond—a 105-acre lake that allows swimming, boating, and fishing. It’s a private, gated, seasonal community that rivals New England’s top
Two Whispering Pines Road is a “cottage” experience that offers modern features, backed up to pine-y woods and exceptional privacy,
with cathedral ceilings, beautiful new furnishings, paint and décor. The two-bedroom cottage sleeps up to six via two queen beds, a porch
sofa that can be made up, and an inflatable bed. There’s Xfinity wi-fi, if you have to check in on the real world. 
The resort amenities at Summer Village offer vigorous (and lazy) activities for everyone: two swimming pools (adult and family), a hot
tub, extensive playground, basketball, tennis, volleyball, a restaurant with bar and billiards, a library, post office, and general store. Mother
Nature has provided walking trails, and there’s a golf cart to get your around.
Beyond Summer Village, there’s golf, shopping in tax-free NH, many dining options  and fun things to do and see. (My favorite? Kimball’s
ice cream but not if you’re on a diet.)
Contact Judith Carlough,, 508 667 3643 for dates. Sorry, no pets or smoking allowed. $1200 - $2400 per week,
with discounts for multiple weeks or monthly rentals. Golf cart included.
3 Whispering Pines
This cozy cottage is ready to welcome you! Nestled in a gated, seasonal community located on spring-fed Long Sought for Pond in Westford, MA, this 800 sq ft cottage comfortably sleeps 6.
There’s a master bedroom with a Queen size bed, two single beds in an adjacent room and a Queen sleeper sofa in the sunroom.  The beautiful, spacious outside patio boasts plenty of seating, a fire pit and grill.

Linens, pillows and bath towels provided. Cable, Wi/Fi and full size washer/dryer provided as well as a fully equipped kitchen with a Kuerig coffee maker, toaster, pots and pans, etc.

Community amenities include a pond with life guarded beach, heated family pool and toddler pool, a heated adult pool (Over 18) and large hot tub. Kayaks and canoes are available for boating or fishing. Enjoy our tennis, pickle-ball, basketball and bocce courts. Lots of hiking trails and a well-equipped gym. Visit the lodge to enjoy lunch and dinner or a drink at the bar, or visit the Lodge’s outdoor patio for ice cream and drinks by the beach. The General Store carries essentials, snacks, coffee and more. 

A $300.00 deposit is required to hold your reservation with balance due 30 days prior to the rental start date. If renting within 30 days of reservation, deposit plus full rental amount is due. The deposit is non-refundable if the rental is canceled. Minimum weekly rental rate ranges from $1,600 to $2,200, depending on the week. 10% discount on second week if booking two consecutive weeks. Note Summer Village has a no pets and no smoking policy for all renters and guests. Golf cart available separately.
To book anytime between mid-April through early October, Email or call 978-866-0949.
3 Ravine Way
END OF SUMMER SPECIAL!   Two heated pools (1 - kids, 1 - adults only), kids wading pool and adult hot tub.   Huge beach area with lifeguards and floating dock, tennis and basketball courts.  Gated community family oriented.  General store and on-site restaurant.  Walking trails.
Cottage has high speed Wi-Fi with USB plugs, cable TV with streaming services available, well-stocked clean kitchen, Keurig coffee maker and standard coffee maker,  hair dryer, air conditioning, ceiling fans and washer/dryer.
1 Ravine Way
**Newly Available Cottage (1 Ravine Way) on a dead end street**|||| - Many dates are open between May and the end of September 2023. Please see our website at for photo, details, reservations and contact info. Come experience all Summer Village has to offer! Contact owner Diane Morris at or text at 978-985-7473 or just use the contact form on the website. 

Summer Village Cottages for Sale


2 Whispering Pines

Summer Village was created in 2007 from an old campground in Westford, MA, just forty miles from Boston. The visionary developer built over 200 fabulous cabins, blending modern architecture that’s consistent with deep woods and rolling hills along Long Sought for
Pond—a 105-acre lake that allows swimming, boating, and fishing. A golf cart comes with the cottage, so whisk you to the heated swimming pools, beach, playground, tennis courts and all the amenities that Summer Village offers.
This private, gated, seasonal community rivals New England’s top resorts and is in use April-October.  Rentals are allowed. 
Two Whispering Pines Road is a “cottage” experience that offers modern features, backed up to pine-y woods and exceptional privacy, with 2 bedrooms, extensive (unfinished) space on the upper level (pull down attic ladder), and a very large storage space beneath the cottage for all your toys.
There are cathedral ceilings, ceiling  fans, beautiful new furnishings, paint and décor, . Furnishings are negotiable or can be included with the cottage.  Gas stove, washer/dryer, large kitchen, wall and window a/c, even heat for chilly nights in Sept-Oct.
Summer Village lets you create memories for a lifetime. Come see for yourself.
See MLS listing 73032906 for details. Owner is also real estate agent.
Contact Judith Carlough,, 508 667 3643.  Call for an accompanied showings.

 Realtors/Buyers important information