
Harwich Rentals

- From $205 per night (USD)
VRBO
Charming 1-bedroom cottage in Dennis, central to everything!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Make yourself at home in this delightful 1-bedroom Dennis retreat. This charming cottage also offers a fabulous living r ...
From $205 per night (USD)VRBO
- From $763 per night (USD)
VRBO
Beautifully Renovated Home Near Pleasant Bay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This home has been painstakingly renovated with love and thoughtful improvements for tenants to create unforgettable mem ...
From $763 per night (USD)VRBO
- From $408 per night (USD)
VRBO
Sea Street Cape Close to Beach and Amenities
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Street Beach is 1 mile away! This classic Cape style home in Dennis Port home offers 3 bedrooms for a terrific Cape ...
From $408 per night (USD)VRBO
- From $389 per night (USD)
VRBO
Delightful Cape Home , Walking distance to beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Delightful home has just been lovingly refreshed and boasts a terrific enclosed front porch nicely outfitted to read, re ...
From $389 per night (USD)VRBO
- From $556 per night (USD)
VRBO
Bright and Meticulous Dennis Port Home, just a 10 minute walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
You'll have everything you need in this meticulous and well cared for vacation home that has been recently fully renovat ...
From $556 per night (USD)VRBO
- From $532 per night (USD)
Expedia
Beautiful Chatham, Sun Sand & Surf. 8/10 mile to beaches ,pet friendly home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Island view is a beautiful Chatham beach house Located in a quite cul- de- sac , think about the warm tranquil mornings ...
From $532 per night (USD)Expedia
- From $947 per night (USD)
VRBO
The Fruit Stand House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
(the fruit stand house is on sea st dennisport. this three bedroom house is walking distance to dennisport center the be ...
From $947 per night (USD)VRBO
- From $391 per night (USD)
VRBO
Pool Table, Bar, Ping Pong, Sun Rm, Deck,4 BR, Private
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This North Chatham 4 BR home with central AC has plenty of room for families to spread out and enjoy a relaxing Chatham ...
From $391 per night (USD)VRBO
- From $554 per night (USD)
VRBO
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in ...
From $554 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Lovely Cottage With Private Yard Close to Dennis Shopping and Dining (2244)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Launch kayaks or canoes in Swan Pond just down the street from this lovely cottage featuring a private back yard and off ...
From $299 per night (USD)Expedia
- Click For Pricing
VRBO
Adorable Cottage! Wlk 2 Beach! Cntrl AC! Fire Pit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Sunny Daze Cottage! Just a stone's throw from Sea Street Beach, this cozy retreat is perfect for you and your ...
Click For PricingVRBO
- From $445 per night (USD)
VRBO
View of Seymour Pond
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Located in the Highland community of Brewster, Seymour pond is located just a few hundred feet through the back yard. Se ...
From $445 per night (USD)VRBO
- From $603 per night (USD)
VRBO
North Chatham - Charming \"Stones Throw\" (2130)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Located outside of downtown Chatham sits this charming four bedroom home, known as Stones Throw. This property features ...
From $603 per night (USD)VRBO
- From $409 per night (USD)
VRBO
Dennisport 4 Bed w/access to Swan Pond /across the street. Great for Kayaking!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Mermaid House. Be a Mermaid and make some waves 🌊!! Located on a quiet circle in Dennisport with acces ...
From $409 per night (USD)VRBO
- From $1287 per night (USD)
VRBO
Pleasant Bay Beachfront Property Plus!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The owners refer to this one-of-a-kind property as Pleasant Plus. This unique beachfront home and certified wildlife hab ...
From $1287 per night (USD)VRBO
- From $1946 per night (USD)
VRBO
1 min walk from private beach - 4 bd main house, 2 bd carriage house!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
This 4 bd main house, plus 2 bd carriage house is steps from a private beach. Outdoor features include showers, gas gril ...
From $1946 per night (USD)VRBO
- From $458 per night (USD)
VRBO
Renovated, modern Chatham beach house with lots of cozy charm
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This charming beach house has just been gut renovated and decorated with a modern but cozy, beachy feel. The house is lo ...
From $458 per night (USD)VRBO
- From $574 per night (USD)
Expedia
Gorgeous 4 bedroom/2 baths, 1/10 mile to the beach, outdoor patio with firepit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Discover the perfect beach retreat in this fully updated 1500 square foot, 4-bedroom, 2-bath home in Dennis Port. It fea ...
From $574 per night (USD)Expedia
- From $766 per night (USD)
VRBO
New July dates! Sun drenched Cape haven- spectacular deck, garden & patio!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Relax and revive in this airy, modern and beautifully appointed 2600 square ft. Cape Cod home in a lovely secluded neigh ...
From $766 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Walk to beach. 6 Bedroom Cottage. Sleeps 12.
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 12
SEPTEMBER IS BEAUTIFUL on Cape Cod! Sunny days, warm water and fewer crowds make everything from whale watch cruises to ...
From $720 per night (USD)VRBO
- From $153 per night (USD)
VRBO
Antique Dennisport Captain's Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This antique captain's house is within walking distance of beaches, restaurants, Sundae School Ice Cream, mini golf, gif ...
From $153 per night (USD)VRBO
- From $262 per night (USD)
VRBO
Short Walk to beach, Wee Packet, Sundae School Ice Cream, secluded, large yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Weekly rentals Friday. at 2PM to Friday at 10AM. 2 BR 1/3 mile Walk to Beach, Restaurants, Sundae School Ice Cream. Sle ...
From $262 per night (USD)VRBO
- From $499 per night (USD)
VRBO
Fabulous Quiet Cape, Close to Beach, Central Air, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy your quiet family get-away in a lovely, newer construction beautifully decorated cape with central air. Just a co ...
From $499 per night (USD)VRBO
- From $558 per night (USD)
VRBO
Excellent Chatham Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Chatham beauty is a Newly built cottage which is walking distance to Pleasant Bay and a short drive to town. A per ...
From $558 per night (USD)VRBO
- From $660 per night (USD)
VRBO
Fantastic Rooftop Deck * 3 Min Walk to Ocean Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
In a Few Words Walk to the beach from this classic New England cottage. Head to the rooftop deck for coffee or cocktai ...
From $660 per night (USD)VRBO
- From $658 per night (USD)
VRBO
Perfectly located, with central AC. 3BR, sleeps 6-8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our house has undergone a complete renovation with all new updates. The house has a complete master suite on the first ...
From $658 per night (USD)VRBO
- From $189 per night (USD)
VRBO
Comfortable Townhouse Walk To Beach with AC and private yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy seashore living at its best. Walk to Nantucket Sound beaches only half a mile down the road (Sea Street or Glendon ...
From $189 per night (USD)VRBO
- From $441 per night (USD)
VRBO
2BR escape with central air and linens provided, close to Sound side beaches
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated cottage on a quiet, dead end street. Living room has vaulted ceiling with a flat-screen Smart TV and BlueRay d ...
From $441 per night (USD)VRBO
- From $979 per night (USD)
VRBO
Enjoy your own private pool in Chatham! (2252)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This uniquely beautiful home located in historic Chatham comfortably sleeps 10 with 5 sleeping spaces, 2.5 baths, plus t ...
From $979 per night (USD)VRBO
- From $557 per night (USD)
Expedia
Shore House 003-DP Newly renovation in Dennis Port, 2 minute walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home is professionally managed by Pretty Picky Properties. Recently renovated in Dennis Port, 2 minute walk to the ...
From $557 per night (USD)Expedia
- From $262 per night (USD)
VRBO
200 yards to Sea Street Beach in Dennis Port!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Classic Cape Cottage Only 200 Yards to Sea St. Beach! Enjoy the warmer waters of Nantucket Sound! This three bedroom ho ...
From $262 per night (USD)VRBO
- From $155 per night (USD)
VRBO
Affordable utterly charming old school beach cottage, 100 yards to Sea Street Beach and pool access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Charming and Adorable Beach Cottage, Only 100 Yards to Sea Street Beach - with Pool Access!! Enjoy this one-bedroom fre ...
From $155 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Sunrise and Sunset from Private Beach in Dennis Port! (2132)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Explore the Cape from this adorable condo unit located directly on Nantucket Sound. The waters edge is roughly 100 feet ...
From $412 per night (USD)VRBO
- From $474 per night (USD)
VRBO
Stunning Water Views, Swim and Kayak in Tidal River, Walk to Beach, AC, Like New
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The River House is a recently built, beautifully furnished home, with stunning views of an idyllic bird watcher’s tidal ...
From $474 per night (USD)VRBO
- From $1246 per night (USD)
VRBO
Dennis Port - 100 feet to Private Beach! (1977)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious and lovely home with a large Private association beach located only 100 feet away and wonderful water views. Th ...
From $1246 per night (USD)VRBO
- From $397 per night (USD)
Expedia
Charming Beach House ~ Beautifully Updated & Immaculate. Walk to Sandy Beaches
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Rent this impeccably maintained home located in desirable Chatham neighborhood south of Route 28. Forest Street Beach on ...
From $397 per night (USD)Expedia
- From $572 per night (USD)
VRBO
Charming Family Cape, Impeccably Landscaped With Water Views Near The Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Cozy and quiet 3 bedroom, 2 bath Cape style home with an expansive, beautifully landscaped yard…the largest in the area. ...
From $572 per night (USD)VRBO
- From $426 per night (USD)
VRBO
Short Walk to Beach From Clean, Beautiful 3BR/2BA Home!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Pretty, completely renovated 3BR home on quiet cul de sac, located w/in a 5-10 minute stroll to beautiful, family-friend ...
From $426 per night (USD)VRBO
- From $1189 per night (USD)
VRBO
Movie Room, Pool Table, Outdoor Tiki Bar, Walk to Beach, Central AC, Free Wifi
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
4 Bedroom - 3.5 Baths - Sleeps 13 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $1189 per night (USD)VRBO
- From $1148 per night (USD)
VRBO
Scribi's Beach House
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Six house's up from Sea Street Beach. Been going down the cape my whole life I made sure to buy in the most fun famil ...
From $1148 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Amazing Lakefront Property, Private Dock, Direct Access to Water, New Hot Tub/AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy cottage nestled on a half-acre lot of waterfront property on Swan Pond. A perfect place to relax and enjoy all the ...
From $399 per night (USD)VRBO
- From $948 per night (USD)
VRBO
Everything You Need For A Family Vacation on the Cape.Walk to the beach 7/10mile
- Bedrooms:
- 2
- Bathrooms:
- 7
- Sleeps:
- 16
*We do not list on Craig's list. We have a Cape Cod style home, walk to Sea street beach (7/10 mile) with plenty of park ...
From $948 per night (USD)VRBO
- From $710 per night (USD)
VRBO
Renovated, Spotless, Pond Front w/ Kayaks ~ Minutes to Brewster & Dennis Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
*Recent exterior and interior renovations include: -beautiful, large, custom outdoor shower -deck with cable rail system ...
From $710 per night (USD)VRBO
- From $401 per night (USD)
VRBO
Quintessential Cape Cod Cottage
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Huckleberry Lane! This 3 bed 1 bath has absolutely everything you need for your Cape Cod adventure. Equipt wi ...
From $401 per night (USD)VRBO
- From $3191 per night (USD)
VRBO
Stunning Beachfront Gem! (2144)
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Sound of the Sea! Perched overlooking its private association beach on Nantucket Sound with half an acre of manicured gr ...
From $3191 per night (USD)VRBO
- From $278 per night (USD)
VRBO
Renovated Dennis Port cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Renovated cottage on a quiet, dead end street available for your Cape Cod vacation. Comfortable living room has vaulted ...
From $278 per night (USD)VRBO
- From $353 per night (USD)
VRBO
Multiple Weeks just became available for July!!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 2 full bath, single story home has a large front yard with an outdoor shower and is ½ mile walking dista ...
From $353 per night (USD)VRBO
- From $269 per night (USD)
VRBO
Cottage Amongst the Pines, Short Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Pleasing Cape Cod decor with nautical touches. The location is ideal. A short walk to Sea Street beach and a shorter w ...
From $269 per night (USD)VRBO
- From $881 per night (USD)
VRBO
Pure Cape Cod Bliss around the corner from Pleasant Street Beach!
- Bedrooms:
- 1
- Bathrooms:
- 6
- Sleeps:
- 12
If you're searching for a classic beach house right around the corner from the ocean, look no further! A quiet sandy roa ...
From $881 per night (USD)VRBO
- From $624 per night (USD)
Expedia
\"Cape Escape\" Sunny Renovated House - Walk To Beach, Pickleball, Central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walking Distance to the beach! Updated home with indoor/outdoor living and separate living room and family room both wit ...
From $624 per night (USD)Expedia
- Click For Pricing
VRBO
Waterfront house on Cape Cod in Chatham, MA.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy the peaceful tranquility of our beachfront house on Cape Cod in Chatham, Massachusetts. Experience picturesque oce ...
Click For PricingVRBO
- From $490 per night (USD)
VRBO
Capt Benjamin Chase's Cape Cod Farm House - Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 9
Cape Cod Sea Captain 4 bedroom farm house has lots of space for a large family or space for two to share. Close to mid-c ...
From $490 per night (USD)VRBO
- From $1593 per night (USD)
VRBO
Long Pond Lux Estate. Pickleball, Private Dock, Private Beach Access
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
FEATURED IN THE CAPE & ISLANDS HOME MAGAZINE- A stunning nautically themed waterfront estate overlooking Long Pond, with ...
From $1593 per night (USD)VRBO
- From $612 per night (USD)
VRBO
STYLISH CHATHAM HOUSE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located within walking distance to a small beach and quick drive to the local shops and restaurants of Main Street i ...
From $612 per night (USD)VRBO
- From $247 per night (USD)
VRBO
.3 Mile to Sea Street Beach on Nantucket Sound! (2041)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Seaside serenity awaits at this charming Cape Cod cottage, just .3 miles from the soft sands of Sea Street Beach on Nant ...
From $247 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Oceanfront Property Private Beach on Nantucket Sound\nSleeps 6\n
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our property is located on the oceanfront in Dennisport , only steps from the warm waters of beautiful Nantucket Sound ...
From $406 per night (USD)Expedia
- From $639 per night (USD)
VRBO
Chatham rental, 4 bed 3ba ~ walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
WALK TO JACKKNIFE COVE BEACH in Chatham from this charming, clean, and well-kept home. Enjoy s'mores with the kids at ou ...
From $639 per night (USD)VRBO
- From $701 per night (USD)
VRBO
New Custom Home with Large Heated Gunite Pool and Spa and Fire Pit
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
PLEASE NOTE: This home books Saturday through Saturday from 5/20-9/29. You may book 3 night minimum stays the rest of t ...
From $701 per night (USD)VRBO
- From $166 per night (USD)
VRBO
<br>Walk to Private Beach, 2 Br Cottage, AC, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Two bedroom cottage located at Dennis Seashores, a seaside resort voted best Mid Cape Cottages by Cape Cod Life. This co ...
From $166 per night (USD)VRBO
- From $357 per night (USD)
VRBO
Swan Pond Cottage, Waterfront Central A/C, Open Floor Plan
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This waterfront, open floor plan, two-bedroom cottage on Swan Pond is a 2-mile paddle down Swan Pond River to Nantucket ...
From $357 per night (USD)VRBO
- From $418 per night (USD)
VRBO
Beautiful home near Jacknife Beach and bike trail
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This newly renovated home has 3 bedrooms and 2 1/2 baths,and is located in a nice quiet neighborhood. This home is centr ...
From $418 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Coastal Charm in South Chatham – Walk to Beach & Bike Trail!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Charming South Chatham Cottage - Walk to Beach & Bike Trail Escape to this peaceful South Chatham cottage, perfectly sit ...
From $300 per night (USD)VRBO
- From $380 per night (USD)
VRBO
Charming Air Conditioned Chatham Vacation Home Walk to Beach & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This charming house is located on a landscaped, level lot on a quiet, dead end lane just 4/10 mile from Forest Beach on ...
From $380 per night (USD)VRBO
- From $482 per night (USD)
VRBO
Totally Renovated, Clean Home w/ Central A/C & Patio! 5 min Bike to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
**** Please Note**** Linens, towels and beach towels are NOT included in the rental rate, but can be rented from a 3rd p ...
From $482 per night (USD)VRBO
- From $1830 per night (USD)
VRBO
5-bedroom vacation home just 3 minutes drive to Cape Cod Beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to our charming 5-bedroom vacation home in the heart of South Chatham! Nestled just a 3-minute drive from the st ...
From $1830 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Lovely Chatham Home Near the Bike Trail (1524)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy this contemporary Chatham home comfortably accommodating 6 just minutes from the Cape Cod Rail Trail, for great cy ...
From $358 per night (USD)Expedia
- From $338 per night (USD)
VRBO
Cozy renovated classic Cape cottage a short walk to Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
This cute 2 bedroom 1 bath cottage was recently completely renovated inside and is bright, clean and cozy. It is locat ...
From $338 per night (USD)VRBO
- From $249 per night (USD)
Expedia
Cape Cod Chatham Water View Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Secluded Cape Cod Chatham retreat on tidal estuary creek. Conservation land assures privacy. Easy and safe private entra ...
From $249 per night (USD)Expedia
- From $467 per night (USD)
VRBO
Big House + Yard Near Sundae Sch + Sea St Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Spend your vacation in this roomy (inside and out) house just around the corner from Sundae School and an easy walk to S ...
From $467 per night (USD)VRBO
- From $382 per night (USD)
VRBO
Charming 3 bdrm - walk to beach - cozy fireplace.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Charming totally renovated three bedroom cottage located in a great neighborhood within 5 minute walk to a beautiful o ...
From $382 per night (USD)VRBO
- From $506 per night (USD)
VRBO
Beautifully Maintained 3BR Colonial Close to Forest Beach (1577)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
***NEW FOR 2025-all new hard wood flooring through the house!*** This comfortable rustic home has 3 bedroom, 2 bath, a ...
From $506 per night (USD)VRBO
- Click For Pricing
Expedia
Stylish Cape in North Chatham ~ Walk to Private Neighborhood Beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful cape in upscale Harbor Cove neighborhood. Recently renovated with all new furnishings and appliances. 4 BRs, 2 ...
Click For PricingExpedia
- From $358 per night (USD)
VRBO
Pet friendly home with central air (1998)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This adorable PET FRIENDLY cape style home is located on a peaceful, residential, dead end road, close to two fresh wate ...
From $358 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Cute Cottage - Half Mile to Nantucket Sound! (1976)
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This cottage is perfect for a relaxing vacation. It is located in a quiet location in South Chatham, only ½ mile to Nant ...
From $325 per night (USD)Expedia
- From $1390 per night (USD)
VRBO
Luxury 7 BR, 4 BA w/ Unique 60 ft Pool, .4 Miles to Beach
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 21
***SPECIAL: Last Week in August, 2025 - 20% OFF*** This warm and inviting 7 bedroom, 4 bath home sprawls over 4 stories ...
From $1390 per night (USD)VRBO
- From $565 per night (USD)
VRBO
Cape Cod summer home, less than a mile to the beach, lots of space inside & out
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This home is bright with lots of space to enjoy your summer days down the cape. It sleeps up to 6 people comfortably and ...
From $565 per night (USD)VRBO
- From $428 per night (USD)
VRBO
Newly listed, the Meadow! Close to Seymour Pond and the Cape Cod Rail Trail.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our fully furnished home is located in the quiet private neighborhood of the Highlands in Brewster. Our home is approxim ...
From $428 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Farmhouse near Sea Street Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Enjoy this updated South side ''farmhouse'' with a large porch overlooking a big yard. Just 7/10s of a mile to Sea Stree ...
From $399 per night (USD)VRBO
- From $549 per night (USD)
VRBO
Charming 4 bedroom 2 1/2 bath Cape house
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming Cape house duplex located just minutes from beaches, shopping, Cape rail trail for biking or walking and the ...
From $549 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Walk to School House Pond in Chatham.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2500sq ft house is 8yrs old and offers all the toys including a hot tub, sauna, bikes and kayaks for guest use. Fro ...
From $306 per night (USD)VRBO
- From $505 per night (USD)
VRBO
4 Bedroom, 3.5 Bath in Brewster, near Dennis line
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This gorgeous home has 4 bedrooms and 3.5 bathrooms and is an ideal spot for a quiet family vacation. The home will comf ...
From $505 per night (USD)VRBO
- From $384 per night (USD)
VRBO
Charming Cape Cottage in Chatham, 2 Min From Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Forest Sands cottage is comfortably decorated in Classic Cape style, a 2 minute walk from Forest Beach, and 10 minute sp ...
From $384 per night (USD)VRBO
- From $545 per night (USD)
VRBO
3 bed 3 bath. Premium linens provided. Pet friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
When you arrive you will find that our architect maximized light, air and views, with great flow from the upstairs vault ...
From $545 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Walk to Beach, AC, WiFi, walk to bike path
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedrooms- 2 Bathrooms- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Ma ...
From $432 per night (USD)Expedia
- From $477 per night (USD)
VRBO
Walk to beach, AC, Gourmet Kitchen, Family friendly ranch, Sea Glass
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
3 bedroom- 2 bath- sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many of ...
From $477 per night (USD)VRBO
- From $813 per night (USD)
VRBO
Walk to Pleasant Street Beach, Renovated, Central AC, King Bed!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Cape Charmed Chatham Colonial! Nearby to Pleasant Street Beach! This newly remodeled, bright and beautifully decorated, ...
From $813 per night (USD)VRBO
- From $342 per night (USD)
VRBO
South Chatham, Ma. 02659. Seasonal Cottage, Walk to Pleasant Street Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Cottage has been in family for over 40 years but updated over the years. Seasonal beach cottage 1 full bath, king bedro ...
From $342 per night (USD)VRBO
- From $429 per night (USD)
VRBO
Three Bedroom Updated Property -- Short Walk to Forest Beach and Pleasant Street Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful home that is 2/10's mile to Forest Beach and 3/10's mile to Pleasant Street Beach - Both Nantucket Sound beach ...
From $429 per night (USD)VRBO
- From $340 per night (USD)
VRBO
Driftwood Cottage- Cozy Gas Fireplace - Walk to beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Charming three bedroom cottage located on a quiet, lovely street. ***You will need to provide two sets of queen-size s ...
From $340 per night (USD)VRBO
- From $286 per night (USD)
VRBO
Darling Dennisport Cottage a stones throw from the village, beach and swan pond
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Well appointed 2 bed 1.5 bath plus outdoor shower cottage in the heart of Dennis Port. A one mile walk to Sea Street Be ...
From $286 per night (USD)VRBO
- From $770 per night (USD)
VRBO
Private Lake Beach on Bike Path, Central Air, Outdoor Stone Patio w/Fire Place.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Newly Renovated, Our beautiful well kept home is located on Seymore Pond on the border of Brewster and Harwich. This fiv ...
From $770 per night (USD)VRBO
- From $213 per night (USD)
VRBO
Steps to beach - 30 Union Wharf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This charming Dennis Port condo is just steps from the beach!! (2 min walk to closest beach, 5 min walk to Sea St. Beach ...
From $213 per night (USD)VRBO
- From $607 per night (USD)
VRBO
Walk to Beach Quarter Mile to Bike Trail AC Wifi Summer Oasis
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
3 Bedroom - 2.5 Baths - Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Man ...
From $607 per night (USD)VRBO
- From $194 per night (USD)
VRBO
Beautiful 2bd. condo with cathedral ceiling in 2 min.off beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, sunny 2bd. condo in Dennis port (Cape Cod), cathedral ceiling, 2 min. walk from the beach. The property inclu ...
From $194 per night (USD)VRBO
- From $1058 per night (USD)
VRBO
Perfect House to Enjoy Family & Friends!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Main house has 3 bedrooms 2 baths. Open floor plan is great for a big group. Apartment has a full kitchen, living area a ...
From $1058 per night (USD)VRBO
- From $586 per night (USD)
Expedia
Ocean Front Pet Friendly AC Private Beach Coastal Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2 Bedroom - 2 Baths - Sleeps 5 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $586 per night (USD)Expedia
- From $2488 per night (USD)
VRBO
Waterfront. Private beach. Pool. Estate has it all!!
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 19
Chosen by Cape Cod Life magazine as one of the Top Ten places to stay on Cape Cod. Our waterfront estate now has a gorg ...
From $2488 per night (USD)VRBO
- From $950 per night (USD)
VRBO
AC, Pool, Hot Tub, Fenced Yard, Beach vacation home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Spacious four bedroom, two bathroom, single family home with central air, above ground pool, hot tub, fire pit, and fenc ...
From $950 per night (USD)VRBO
- From $820 per night (USD)
VRBO
California Contemporary, Walk to Beach, 1.3 Wooded Acres
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The house is equipped with Medical Grade H13 HEPA Air Purification Filters throughout! Prestigious location within the ...
From $820 per night (USD)VRBO
- From $412 per night (USD)
VRBO
Pondfront cottage on Stillwater Pond
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Set your clocks back 50 years, and fish for your breakfast from your own dock or row-boat. This setting has been descri ...
From $412 per night (USD)VRBO