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Vacation rentals in Oyster Pond

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Top-rated vacation rentals in Oyster Pond

Guests agree: these stays are highly rated for location, cleanliness, and more.

NEW!  Windmill Cottage!  Walk to Beach & Town!!
SUPERHOST
Entire cottage · 4 guests · 2 beds · 1 bath
NEW! Windmill Cottage! Walk to Beach & Town!!Enjoy your vacation in this classic, historic property in Chatham's Old Village neighborhood. Short walk to town and beach as well as the Chatham Lighthouse from this incredibly charming cottage. Fully restored and updated. This classic property was designed and built by a famous naval architect and exhibits the rich, maritime style he was known for. The Windmill Cottage was relocated and rebuilt on this site back in the 1940's and remains one of Chatham's crown jewels in the Old Village!
The True North House!  Walk to Town & Beach!
SUPERHOST
Entire residential home · 6 guests · 5 beds · 2 baths
The True North House! Walk to Town & Beach!WOW! In the center of everything! Walk to town, Chatham Anglers baseball games, the bike path, Chatham Bars Inn, the Chatham Fish Pier, Chatham Seaside Links Golf Course! It's all within a two block radius of this quaint and warm coastal home in Chatham! Bright, airy, and recently renovated with all new furniture, furnishings, bedding and coastal themed interior finishes! Enjoy the spacious patio and yard with a large Weber gas grill for late afternoon family cookouts.
Holiday Break. Chatham In-Town Pied-a-Terre.
SUPERHOST
Entire condominium (condo) · 2 guests · 1 bed · 1 bath
Holiday Break. Chatham In-Town Pied-a-Terre.Bright and Sunny, in-town location. CLEAN, Sanitized, SAFE and PRIVATE hidden Above shops, behind the post office. Great for romantic getaway, business trips, overflow guests. Comfortably furnished, thoughtfully outfitted. Quality linens, duvet etc. Walk to groceries, cafe/bakery, restaurants, shops, ballpark, Oyster Pond Beach, tennis courts, bike path, bike rental, etc etc. Private parking. **Please Note: Additional MA lodging tax of 12.45% will apply to all short term rentals**

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Other great vacation rentals in Oyster Pond

SUPERHOST
  1. Hotel room
  2. Chatham
East Room - Chatham Guest Rooms
$95 per night
PLUS
  1. Entire residential home
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Amazing Family Friendly in-town - Chatham 5bedroom
$625 per night
  1. Entire condominium (condo)
  2. Chatham
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
$165 per night
SUPERHOST
  1. Entire rental unit
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Charming Downtown Chatham Apartment
$164 per night
SUPERHOST
  1. Entire guesthouse
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Chatham Getaway
$175 per night
SUPERHOST
  1. Entire residential home
  2. Chatham
Old Village-Captain's House/Walk to Beach & Town!
$270 per night
SUPERHOST
  1. Entire residential home
  2. Chatham
5 BR-Property-Chatham in-Town & Oyster Beach Inlet
$350 per night
SUPERHOST
  1. Private room
  2. Chatham
1 bed, Private Bath, #4
$133 per night
SUPERHOST
  1. Entire residential home
  2. Chatham
Quaint Downtown Chatham Home
$199 per night
SUPERHOST
  1. Private room
  2. Chatham
1 King bed, Private Bath, #6
$133 per night
SUPERHOST
  1. Private room
  2. Chatham
Room #1, The Bow Roof House, 2 Full beds.
$150 per night
SUPERHOST
  1. Entire residential home
  2. Chatham
Oceanfront Chatham Village Home
$700 per night