Chatham Massachusetts Vacation Rentals and Vacation Homes

Pine Acres Rentals
Click for Phone Number
Chatham, Massachusetts Rates Starting at $1,300/week Welcome to Pine Acres Realty Chatham Real Estate & Vacation Rentals   Click for 175 Vacation Rentals

 175 Rentals in Chatham

Displaying 1-25 of 175

 »

Show Properties  

»

Sort Properties by Clear all Filters
  • Bedrooms
  • Sleeps
  • Bathrooms
  • Amenities

    Furnishings & Luxuries

         
         
         
         
         
         
         
         
         
         
         

    Kitchen & Appliances

             
             
             
     

    Electronics

           
           
           
           
       

    Activities & Recreation

         
         
         
         
         
         
         
         
         
         
         
         
         
         
         
         
         
         

    Transportation

         
       
Property 95439

Pine Acres Realty #8019

  • Fabulous 8 bedroom home in one of the most desirable areas of Chatham
  • House in Chatham
  • 8 Bedroom(s), Sleeps 16
  • 5 Bathroom(s)
  • Weekly Rates from $12,020
Property 95479

Pine Acres Realty #6997

  • Beautiful 6 bedroom home Great views from the second story deck and the wisteria covered porch!
  • House in Chatham
  • 6 Bedroom(s), Sleeps 11
  • 2 Bathroom(s)
  • Weekly Rates from $4,525
Property 113061

Pine Acres Realty #8242

  • Exquisite 6 bedroom home nestled on 1.88 acres in one of Morris Islands most prestigious locations
  • House in Chatham
  • 6 Bedroom(s), Sleeps 10
  • 5 Bathroom(s)
  • Weekly Rates from $16,000
Property 113070

Pine Acres Realty #8280

  • Gorgeous 6 bedroom home conveniently located to everything Chatham has to offer!
  • House in Chatham (Near North Chatham)
  • 6 Bedroom(s), Sleeps 12
  • 4.5 Bathroom(s)
  • Weekly Rates from $6,300
Property 113096

Pine Acres Realty #8318

  • Beautiful 6 bedroom home on Shore Road is the perfect spot for your Chatham vacation!
  • House in Chatham
  • 6 Bedroom(s), Sleeps 13
  • 5 Bathroom(s)
  • Weekly Rates from $10,400
Property 95441

Pine Acres Realty #8109

  • Elegant,upscale 5 bedroom house located in the heart of downtown Chatham.
  • House in Chatham
  • 5 Bedroom(s), Sleeps 12
  • 5 Bathroom(s)
  • Weekly Rates from $10,400
Property 95442

Pine Acres Realty #8085

  • Classic 5 bedroom home in the Olde Village Chatham MA
  • House in Chatham
  • 5 Bedroom(s)
  • 4 Bathroom(s)
  • Weekly Rates from $8,300
Property 95448

Pine Acres Realty #5693

  • Pine Acres Realty #5693
  • Chatham
  • 5 Bedroom(s), Sleeps 10
  • 4 Bathroom(s)
  • Weekly Rates from $7,275
Property 95450

Pine Acres Realty #4750

  • Lovely, renovated antique 5 bedroom home overlooking Chatham's Oyster Pond
  • House in Chatham
  • 5 Bedroom(s), Sleeps 9
  • 4.5 Bathroom(s)
  • Weekly Rates from $7,540
Property 95453

Pine Acres Realty #8232

  • Pine Acres Realty #8232
  • Chatham
  • 5 Bedroom(s), Sleeps 11
  • 3 Bathroom(s)
  • Weekly Rates from $6,700
Property 95462

Pine Acres Realty #8130

  • Spacious 5 bedroom home completely surrounded by 50 acres of Town conservation land
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 4 Bathroom(s)
  • Weekly Rates from $5,350
Property 95465

Pine Acres Realty #8241

  • Pine Acres Realty #8241
  • Chatham
  • 5 Bedroom(s), Sleeps 11
  • 5 Bathroom(s)
  • Weekly Rates from $5,325
Property 95466

Pine Acres Realty #8145

  • Lovely 5 bedroom home close to town and the beach!
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 2.5 Bathroom(s)
  • Weekly Rates from $5,475
Property 95468

Pine Acres Realty #7412

  • Fabulous, but rustic, beachfront property in North Chatham overlooking private beach and Pleasant Bay!
  • House in Chatham
  • 5 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $5,025
Property 95471

Pine Acres Realty #8032

  • Gorgeous 5 bedroom home in secluded North Chatham neighborhood. T
  • House in Chatham
  • 5 Bedroom(s), Sleeps 11
  • 4.5 Bathroom(s)
  • Weekly Rates from $4,950
Property 95472

Pine Acres Realty #8033

  • Gorgeous 5 bedroom home in private North Chatham neighborhood.
  • House in Chatham
  • 5 Bedroom(s), Sleeps 11
  • 4.5 Bathroom(s)
  • Weekly Rates from $4,950
Property 95480

Pine Acres Realty #8332

  • Spacious 5 bedroom home in North Chatham
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 2 Bathroom(s)
  • Weekly Rates from $2,950
Property 95483

Pine Acres Realty #7431

  • Charming 5 bedroom Cape located in the Old Village of Chatham
  • House in Chatham
  • 5 Bedroom(s), Sleeps 9
  • 4 Bathroom(s)
  • Weekly Rates from $4,270
Property 95490

Pine Acres Realty #8049

  • 5 bedroom home with fabulous views from the decks
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 4 Bathroom(s)
  • Weekly Rates from $3,950
Property 95499

Pine Acres Realty #8063

  • Fabulous views from this accommodating home overlooking Oyster River!
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 3 Bathroom(s)
  • Weekly Rates from $3,625
Property 95521

Pine Acres Realty #8217

  • Spacious 5 bedroom on quiet cul-de-sac in prestigious North Chatham.
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 2 Bathroom(s)
  • Weekly Rates from $3,225
Property 95530

Pine Acres Realty #8216

  • Antique 5 bedroom home located in the heart of the Old Village!
  • House in Chatham
  • 5 Bedroom(s), Sleeps 9
  • 3 Bathroom(s)
  • Weekly Rates from $2,700
Property 95597

Pine Acres Realty #8331

  • Charming, antique, 5 bedroom home located on Chatham's "loop"
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 2.5 Bathroom(s)
  • Weekly Rates from $4,000
Property 113062

Pine Acres Realty #8246

  • Wonderful family 5 bedroom home is a short walk or easy bike ride into downtown Chatham
  • House in Chatham
  • 5 Bedroom(s), Sleeps 10
  • 3 Bathroom(s)
  • Weekly Rates from $5,800
Property 113065

Pine Acres Realty #8269

  • Beautiful 5 bedroom home close to Oyster Pond and Downtown
  • House in Chatham
  • 5 Bedroom(s), Sleeps 8
  • 2 Bathroom(s)
  • Weekly Rates from $2,950


Need Help Finding an Accommodation?

Fill out the form below and/or contact us at 866-218-5743.

Your Name
Email Address
Phone Number
Location of Interest
Adults Children
Checking In Checking Out