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From $1283 per night (USD)
VRBO
Walk to the Beach ~ Chatham rental
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 $1283 per night (USD)
VRBO
From $477 per night (USD)
Expedia
On the Chatham Loop - 1 Min to the Beach!
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Summary: 16619 - Chatham Cruiser: On the Chatham Loop - 1 Min to the Beach! The Space: Chatham Cruiser is the perfe ...
From $477 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Quaint Two Bedroom Lakeside Cottage #18 with Screened-in Porch in Chatham
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Must bring your own linens. New kitchen, granite counter tops, new hardwood floors, new drywall and paint. Cathedral c ...
From $458 per night (USD)
VRBO
From $933 per night (USD)
VRBO
Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster Pond in the heart of Chatham, Cape Cod, Massachus ...
From $933 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end-unit condo is ...
From $599 per night (USD)
VRBO
From $871 per night (USD)
Expedia
Quiet North Chatham 4 Bdr 2 Bath Large Lot Outdoor Shower Complete Remodel
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy your vacation at this lovely North Chatham home. This charming, sunny and spacious, arts and crafts bungalow is co ...
From $871 per night (USD)
Expedia
From $609 per night (USD)
VRBO
In Town Newly Renovated Cape
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Location, Location, Location – New to the rental market, this fully renovated centrally located cape home checks all the ...
From $609 per night (USD)
VRBO
From $632 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 $632 per night (USD)
VRBO
From $1223 per night (USD)
VRBO
Cozy Family Home in Chatham - Firepit, Game Room, Large Deck, Yard + More
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This lovely home is the perfect getaway for families or a group of friends looking for a home filled with entertainment ...
From $1223 per night (USD)
VRBO
From $729 per night (USD)
Expedia
Chatham-Walk to Town/Beach-Multi Family Friendly
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
It's all about location. You will have the perfect family vacation in this 5 bedroom, 4.5 bath bathroom lovingly cared ...
From $729 per night (USD)
Expedia
$\Cape Escape\ Sunny Renovated House - Walk To Beach, Pickleball, Central AC$
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VRBO
\"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 ...
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VRBO
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VRBO
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
Located overlooking Chatham's beautiful Oyster Pond, this home is the perfect location for your vacation. Take advantage ...
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VRBO
From $667 per night (USD)
VRBO
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
This charming and totally renovated (see updated pictures below) Chatham home is on a private road in a downtown neighbo ...
From $667 per night (USD)
VRBO
From $260 per night (USD)
Expedia
Chatham Village - Adorable Studio Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $260 per night (USD)
Expedia
From $1147 per night (USD)
VRBO
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Bedrooms:
2
Bathrooms:
5
Sleeps:
11
Located just 1 mile from the fish pier and CBI, and 1.5 miles to downtown, we are close to all the best Chatham has to o ...
From $1147 per night (USD)
VRBO
From $334 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 $334 per night (USD)
VRBO
From $1627 per night (USD)
VRBO
Stones Throw: 052-CS Alluring Chatham in-town home with pool, walk to it all
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This property is professionally managed by Pretty Picky Properties Alluring Chatham in-town home with pool, walk to it ...
From $1627 per night (USD)
VRBO
From $740 per night (USD)
Expedia
Newly updated home sleeps 7, AC, free WIFI, half mile to town
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
3 Bedroom - 2 Baths - Sleeps 7 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $740 per night (USD)
Expedia
From $611 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 $611 per night (USD)
VRBO
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Expedia
Heated pool, hot tub and breathtaking views! RPMS025
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Michelle Sylvia high end collection rental home. Imagine walking through the front door to a stunning view of the Harb ...
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Expedia
From $523 per night (USD)
VRBO
1 Mile from Downtown Chatham Walk to Pier
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16655 - Riptide: 1 Mile from Downtown Chatham Walk to Pier The Space: One of the many perks of staying at ...
From $523 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Convenient to all amenities and beaches in Chatham
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Studio cottage with queen bed, full bath and kitchenette. Backyard area with brick patio/pergola and grill with an outd ...
From $292 per night (USD)
VRBO
From $794 per night (USD)
VRBO
Outermost Waterfront Chatham Home w/ Wraparound Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Right down the hill from the famous Chatham Light House, this one-floor living, 2 bedroom, 2 full bath end unit with wr ...
From $794 per night (USD)
VRBO
From $458 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 $458 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Carriage House with Beautiful Water View, Steps to Beach & Main Street
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located overlooking Chatham's beautiful Oyster Pond, this two bedroom carriage house is the perfect location for your Ca ...
From $419 per night (USD)
VRBO
From $290 per night (USD)
VRBO
THREE BEDROOM UPDATED HOME--CLOSE TO FISH PIER AND TOWN.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Cute Chatham Getaway - Just 6/10's of a Mile to Chatham Fish Pier and 8/10's of a mile into Town center. * * * * ...
From $290 per night (USD)
VRBO
From $300 per night (USD)
VRBO
Stay in a Chatham Windmill! Beautiful Water View, Steps to Beach & Main Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
NEWLY RENOVATED CHATHAM WINDMILL for your special Cape Cod vacation experience! Located overlooking Chatham's beautiful ...
From $300 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Pond Front Home w/ Game Room Dog Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: 16636 - Canoe Club: Pond Front Home w/ Game Room Dog Friendly! The Space: Awake to water views and enjoy y ...
From $445 per night (USD)
Expedia
From $554 per night (USD)
VRBO
Perfect for Group w/ Kids & Dogs w/ Hot Tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Summary: 16638 - The Flying Fish: Perfect for Group w/ Kids & Dogs w/ Hot Tub The Space: Are you searching for a re ...
From $554 per night (USD)
VRBO
From $801 per night (USD)
VRBO
Ideal Chatham Location. Waterview, Beach, Walk to Town,Great Views,4 Bedroom,AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Bright, sun drenched house with ocean views on Two sides. Two outdoor dining areas. All corner bedrooms with window ...
From $801 per night (USD)
VRBO
From $989 per night (USD)
VRBO
GREAT LOCATION - Water View, Walk to beach & Town!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Location, Location, Location! Enjoy all the Chatham has to offer! Views of Claflin Landing Beach, Chatham Harbor, No ...
From $989 per night (USD)
VRBO
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VRBO
300 Yds on Sidewalk to Hardings Beach; On Private 1.5 Acres.
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
If you have children or grandchildren, Blue Skye is for you. Lots of lawn to run and play, but they are far from the st ...
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VRBO
From $357 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 $357 per night (USD)
VRBO
From $2873 per night (USD)
VRBO
Exquisite Old Cape Charm, Spectacular Views, Huge Private Beach, Sleeps 20
Bedrooms:
6
Bathrooms:
13
Sleeps:
20
This is the old Cape Cod at its loveliest and most peaceful. Although the oldest part of the house was originally a cott ...
From $2873 per night (USD)
VRBO
From $308 per night (USD)
VRBO
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 $308 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Chatham Cottage on the Big Pond One Mile to Ocean Beaches
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Get away and relax at our cottage on White Pond in beautiful Chatham Cape Cod. The cottage has a private fresh water bea ...
From $332 per night (USD)
VRBO
From $362 per night (USD)
VRBO
Near Harding's Beach, 4 min walk to Oyster River. 3BR, 2Bath, enclosed deck area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just off of Barnhill Rd on the way to popular Harding's Beach, this air conditioned, updated three bedroom house off ...
From $362 per night (USD)
VRBO
From $634 per night (USD)
VRBO
Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Pet Friendly! Two bedroom luxury vacation condo on second floor of home in the heart of Chatham Village! Head up the sta ...
From $634 per night (USD)
VRBO
From $1503 per night (USD)
VRBO
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the SeaGlass House! Charming and bright, open concept Cape house perfect for creating long lasting memories. ...
From $1503 per night (USD)
VRBO
From $2135 per night (USD)
VRBO
Beachfront Nantucket style home with amazing views on 3 acre estate setting
Bedrooms:
1
Bathrooms:
5
Sleeps:
9
'The Bluff House' is a very private turn of the century informal home located down a private country lane directly on th ...
From $2135 per night (USD)
VRBO
From $404 per night (USD)
VRBO
Chatham Home Near the Bike Trail & Nantucket Sound (1524)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the perfect blend of style and convenience in this lovely, contemporary Chatham home, ideal for up to six guest ...
From $404 per night (USD)
VRBO
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Expedia
Beautifully Maintained 3BR Colonial Close to Forest Beach (1577)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience classic Cape Cod charm in this thoughtfully maintained three-bedroom, two-bath colonial, ideally located just ...
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Expedia
From $830 per night (USD)
VRBO
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Spend your Chatham vacation at the POOL! This wonderful home is just minutes to everything downtown Chatham has to offer ...
From $830 per night (USD)
VRBO
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Expedia
Pet friendly home with central air (1998)
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Tucked away on a quiet residential dead-end road, this charming and dog-friendly Cape-style home offers a relaxing retre ...
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Expedia
From $458 per night (USD)
VRBO
Old Cape Cod Charm Chatham Beach House; Walk to Hardings Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
You will love Rhododendron House -- a recently updated 2 bedroom vacation house. This private hilltop retreat is located ...
From $458 per night (USD)
VRBO
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VRBO
Delightful Cottage for Two
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This true Cape Cod cottage is ideal for a couple. Located in a 6 acre private community on beautiful White Pond. It is n ...
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VRBO
From $268 per night (USD)
VRBO
Chatham Village: Lovely 1-Bedroom Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $268 per night (USD)
VRBO
From $461 per night (USD)
Expedia
Spacious, private cottage just a few minutes walk to Ridgevale Beach!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summer living less than a 1/2 mile from one of Cape Cod's best beaches! This home offers room to spread out, with living ...
From $461 per night (USD)
Expedia
From $480 per night (USD)
VRBO
Secluded Chatham Cottage Near Hardings Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our totally updated 'old Cape' style cottage. Guests have access to a wide variety of indoor, outdoor, and b ...
From $480 per night (USD)
VRBO
From $828 per night (USD)
Expedia
4 Bedrooms, 2 Baths, Sleeps 8-10
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Location! Location! Location! The “Woodford Reserve” for fun and respite! This is classic cape cod home with four bedro ...
From $828 per night (USD)
Expedia
From $880 per night (USD)
VRBO
Fantastically located Chatham house - DISCOUNTED - New patio, refurbished
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Location of the House - Highly sought after Chatham house - corner property which is a walking distance from Historic Do ...
From $880 per night (USD)
VRBO
From $2131 per night (USD)
VRBO
Downtown Chatham Luxury 9 BR Home with Heated Pool. Pets welcome!
Bedrooms:
10
Bathrooms:
9
Sleeps:
21
This wonderfully renovated 1877 home, winner of the 2025 Building & Remodeling Industry of Cape Code Best Rennovation aw ...
From $2131 per night (USD)
VRBO
From $3195 per night (USD)
VRBO
Chatham Estate. Heated Pool, Sleeps 16+, AC, walk to beach! 1.3 mi from town.
Bedrooms:
5
Bathrooms:
8
Sleeps:
18
New heated gunite pool. 18X40 with automatic pool cover, and completely fenced in for safety. Design includes many plant ...
From $3195 per night (USD)
VRBO
From $313 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 $313 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Fully Renovated Chatham 3 Bedroom with Water Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Dog friendly, patio and fire pit, walk to Stage Harbor and Lighthouse Beach The Space: This home is repres ...
From $428 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Charming Cape Cottage in Chatham, 2 Min From Beach
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Forest Sands cottage is comfortably decorated in Classic Cape style, a 2 minute walk from Forest Beach, and 10 minute sp ...
From $532 per night (USD)
VRBO
From $919 per night (USD)
VRBO
Historic Waterfront Home with Sweeping Chatham Water Views! Pet Friendly!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Comfort and charm abound in this updated 18th Century seaside farmhouse (4 bedrooms and 3 baths!) situated on more than ...
From $919 per night (USD)
VRBO
From $793 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 $793 per night (USD)
VRBO
From $810 per night (USD)
VRBO
Steps to Oyster Pond Private Dock!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Summary: 16656 - Decked Out Oyster: Steps to Oyster Pond Private Dock! The Space: Calling all water enthusiasts! Th ...
From $810 per night (USD)
VRBO
From $1059 per night (USD)
VRBO
Charming , very private 4 bedroom, 3.5 Bath Cape. Walk to Town & Oyster Pond
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
A charming 4 bedroom, 3.5 bath cape with large kitchen and private backyard, patio and deck that abuts conservation land ...
From $1059 per night (USD)
VRBO
From $821 per night (USD)
VRBO
Location, location, location
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Brand new remodeled kitchen. Charming 4 bedroom cape. Great location! Not your typical rental. We only rent a few we ...
From $821 per night (USD)
VRBO
From $1193 per night (USD)
Expedia
Classic 5Br Cape Cod Home In Exclusive N. Chatham- Steps To The Private Beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to the Whydah Figawai - a privately-owned and classic Cape Cod style five bed room vacation home in a quiet & qu ...
From $1193 per night (USD)
Expedia
From $1656 per night (USD)
VRBO
LOCATION, LOCATION 200 YDS TO CHATHAM VILLAGE & BEACH WITH GREAT WATER VIEWS
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Location ! Location! Location ! Everything within walking distance . . . 200 yards to Chatham downtown, 200 yards to pub ...
From $1656 per night (USD)
VRBO
From $1348 per night (USD)
Expedia
Beach Chic Chatham 5 Star 5 Min Walk to Beach-Newly Renovated Private Retreat AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
You will begin to relax the moment you settle into this private family beach retreat. Newly renovated kitchen with quar ...
From $1348 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Chatham Village - Lovely 2 bedroom apartment in the antique home
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $490 per night (USD)
VRBO
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Expedia
Walk to Beach Central AC WiFi Beach Pearl
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
2 bedrooms- 2 baths- sleeps 5 During peak summer weeks, our properties typically require a 7-night stay, either Friday-F ...
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Expedia
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VRBO
Family Chatham Retreat—Deck, Kayak & Outdoor Fun
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
3 Bedroom-3 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For Pricing
VRBO
From $611 per night (USD)
Expedia
This lovely condo location in town, has both a brick patio and deck for you to enjoy your morning coffee on!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience the charm of downtown Chatham from this cozy rental! You'll be just a short walk from Oyster Pond, perfect fo ...
From $611 per night (USD)
Expedia
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VRBO
Sea Glass Cottage Near Nantucket Sound Beaches
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 ...
Click For Pricing
VRBO
From $4973 per night (USD)
Expedia
Tennis anyone? Beautiful, brand new construction with 8 bedrooms, 8 full baths and 2 half baths, that can sleep up to 20 guests.
Bedrooms:
8
Bathrooms:
8
Sleeps:
18
Are you ready for tennis? This stately home features 8 bedrooms and can accommodate 18 guests, with 3 king beds, 2 queen ...
From $4973 per night (USD)
Expedia
From $1141 per night (USD)
VRBO
Beautiful home overlooking Emery Pond
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This beautiful home overlooking Emery Pond offers a spacious layout with 2 bedrooms and 1.5 baths, comfortably accommoda ...
From $1141 per night (USD)
VRBO
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Expedia
Quiet North Chatham Getaway with Scenic Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom- 1 Bathroom- Sleeps 4 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For Pricing
Expedia
From $797 per night (USD)
VRBO
Lake front, Near Beach, AC, WiFi, Pet Friendly near Bike Path
Bedrooms:
2
Bathrooms:
3
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 $797 per night (USD)
VRBO
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Expedia
Chatham Ranch Retreat Near Hardings Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom - 2 Baths - Sleeps 6 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
Click For Pricing
Expedia
From $1054 per night (USD)
VRBO
The Heron's Nest - Sea Breezes & Sweet Dreams
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
4 Bedroom- 3 Bathroom- Sleeps 9 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $1054 per night (USD)
VRBO
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Expedia
Seaside Serenity Awaits at The Cape House!
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 ...
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Expedia
From $784 per night (USD)
VRBO
Beachside Bliss: Dog Friendly & Breezy Stay
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 $784 per night (USD)
VRBO
From $1819 per night (USD)
Expedia
Walk to Beach and Town, Hot tub, Sleeps 8, Pet Friendly
Bedrooms:
5
Bathrooms:
3
Sleeps:
8
3 Bedroom (2 Primary) - Loft - 5.5 Bathroom - Sleeps 8 During Peak Summer Season Until Labor Day - a 7-night Friday-to-F ...
From $1819 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Ocean views Walk to Beach Pet Friendly AC Private
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
4 Bedroom - 4 Baths - Sleeps 10 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. This ...
From $670 per night (USD)
VRBO
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Expedia
Captain's Row: Pool, Tennis & Chatham Charm
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
2 Bedroom - 3 Bathroom - Accommodates 6 Comfortably During peak summer weeks it is typical for our properties to require ...
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Expedia
From $579 per night (USD)
VRBO
The Cape Escape: Walk to Harding's Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
4 Bedroom- 2 Bathroom- Sleeps 8 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. Many ...
From $579 per night (USD)
VRBO
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Expedia
School Street in the Old Village!! Charming, new construction with attention to detail!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Discover the charm of this home on sought after School Street! This stunning 4 bedroom property features a flexible slee ...
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Expedia
From $2136 per night (USD)
VRBO
Historic Sea Captain's Home in Downtown Chatham
Bedrooms:
5
Bathrooms:
8
Sleeps:
18
8 Bedrooms- 5.5 Bathrooms- Sleeps 18 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $2136 per night (USD)
VRBO
From $1127 per night (USD)
Expedia
Charming house located in the heart of downtown Chatham!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This charming house is located in the heart of downtown Chatham. Leave your cars parked and a short walk brings you to T ...
From $1127 per night (USD)
Expedia
From $2436 per night (USD)
VRBO
Sand Simeon - Relax, Unwind, Repeat!!
Bedrooms:
6
Bathrooms:
6
Sleeps:
14
6 bedrooms- 6.5 Bathrooms- Sleeps 14 A 7-night Friday-to-Friday rental reservation is required during peak summer weeks. ...
From $2436 per night (USD)
VRBO
From $885 per night (USD)
Expedia
5 Bdrm Spectacular Walk To Hardings Beach Ocean View Home
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Chatham Beach House with deeded rights to a path to Hardings Beach as well as to a path to Oyster River Boatyard. Five ...
From $885 per night (USD)
Expedia
From $445 per night (USD)
VRBO
S Chatham Ma 02659 Seasonal Cottage, Walk to Pleasant Street Beach DOG FRIENDLY
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Cottage has been in family for over 50years but updated over the years. Seasonal beach cottage 1 full bath, king bedroo ...
From $445 per night (USD)
VRBO
From $340 per night (USD)
Expedia
Chatham Village: Large, Newly-Renovated 1 Bedroom Apartment in Antique Home
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
** We've just completed a major renovation of Ship's Light! Having stood the test of time for almost 200 years, the hous ...
From $340 per night (USD)
Expedia
From $524 per night (USD)
VRBO
CHARMING 4 BEDROOM HISTORIC PROPERTY, WALK TO TOWN AND LIGHTHOUSE BEACH!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Close to Town and Lighthouse Beach, Located in the Heart of the Old Village Section of Chatham. * * * * See en ...
From $524 per night (USD)
VRBO
From $2482 per night (USD)
VRBO
Oceanside Chatham / walk to Town, Beaches and CBI
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Our home sits on a double-lot, just a few hundred feet from the Atlantic Ocean, with just an easy walk to Town, Beaches ...
From $2482 per night (USD)
VRBO
From $639 per night (USD)
VRBO
Sea views steps to Ridgevale Beach - Airy Cottage. Modern Amenities. Pet.linen
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Pet ok with approval first. Bright and airy cottage sleeps max 5 (2 BR - 1Q, 2T) plus single pull out sofa bed in hi liv ...
From $639 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Chatham Lakefront home
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Just 1.5 miles to Main Street Chatham, AC and newly finished basement The Space: This home is represented ...
From $653 per night (USD)
VRBO
From $1134 per night (USD)
VRBO
North Chatham Waterfront Oasis
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Amazing views! Enjoy the views of Pleasant Bay out to the ocean and the Outer Beach! This 4 bedroom 3 bath home is spaci ...
From $1134 per night (USD)
VRBO
From $493 per night (USD)
VRBO
Walk to Ridgevale Beach in 7 minutes, Central Air, Beautiful yard Fast Internet
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Adorable Chatham Ridgevale Beach House With Beautiful Gardens! *******7 night minimum stay Saturday to Saturday***** ...
From $493 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Walk to the warm waters of Nantucket sound 3B/2B home CA, W & D, all amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom, two bath home 1/2 mile walk to Ridgevale Beach. Home includes central air, color cable, wi-fi, washer a ...
From $373 per night (USD)
VRBO
From $6125 per night (USD)
VRBO
Sweeping Ocean Views, Gorgeous Home With Guest Cottage, Pool and Tennis Court
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
This cherished family home + guest cottage in coveted section of North Chatham is available for only one or two weeks e ...
From $6125 per night (USD)
VRBO
From $841 per night (USD)
VRBO
Ocean & Marina Views From This Charming Cottage! Walk To Beach & Town.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Charming cottage right next to Outermost Marina with views of the boats & water. The quintessential beach house! If you ...
From $841 per night (USD)
VRBO
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VRBO
SHORT WALK TO LIGHTHOUSE BEACH AND TOWN....WATERFRONT ON MILLPOND WITH PATH TO WATER!!
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
Fabulous Old Village Location, Minutes to Lighthouse Beach and Town * * * * See end of this description for inf ...
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VRBO
From $412 per night (USD)
VRBO
SHORT WALK TO LIGHTHOUSE BEACH, ANDREW HARDINGS LANE BEACH AND TOWN!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Close to Town, Lighthouse Beach and Andrew Hardings Lane -- Desirable Old Village Location! * * * * See end of ...
From $412 per night (USD)
VRBO
From $551 per night (USD)
VRBO
Peaceful, Charming, Quiet, Airy, Cozy - Take A Look!
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This 3 bedroom 2 bathroom two-story cape is private, quiet, and overlooks a lovely cranberry bog. Inside it's airy and o ...
From $551 per night (USD)
VRBO

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