Search Chatham Cottage Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Chatham Cottages

Beach
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (97)
"A late April getaway was enhanced by staying in this lovely cottage. It was wonderful ‘coming home’ to after a busy day exploring Cape Cod. The cottage is cosy and clean with a well-equipped kitchen - exactly what we want in a vacation rental. Communication was timely and efficient from start to finish. Thank you, Tom!"
Steps to the beach with an ocean view,
Interior
Oceanfront Cape Cod Vacation Rental: Beach Access!
9.2 out of 10, Wonderful, (43)
"The house was perfect for dogs. The beach and new steps to the beach were very nice. Lovely view. The house and property need some TLC. Lawn chairs were rusted and one plastic one was cracked, chipping paint, broken window blinds, toys and debris scattered in yard and caught on bushes. The outdoor torches on ground are all broken and non-working. I know it is early in the season and I picked up as much as I could reach. It was chilly and it took awhile to heat up, as some of the rooms are space...
Oceanfront Cape Cod Vacation Rental: Beach Access!
Fridge, microwave, oven, stovetop
Sweet Cottage Condo, Great Location!
9.8 out of 10, Exceptional, (8)
"Great place and I will go back. Gas heating unit wasn't working and had too cobble together heat from space heaters and oven. Also, my first time with this management group, long form emails from them and I didn't read the fine print that linens were not provided. When they found out they immediately ordered the linens for me. As I said love the cottage and will go in...in the off season after verifying that the gas heater is working."
Sweet Cottage Condo, Great Location!
Save an average of 15% on thousands of hotels when you're signed in
Interior
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
9.8 out of 10, Exceptional, (151)
"Perfect for two. Loved having the ocean at our doorstep. The Murphy bed was sturdy and comfortable. The small kitchen area was likely not suitable for gourmet cooking, but could serve well for basic vacation meals (We ate all our meals out. ). Overall, the cabin was clean and neat and cozy. The early May weather was cool but pleasant. Some of our time was spent (with jackets on) sitting on the deck drinking morning coffee while watching the ocean and the few people who walked by. We also did...
Cape Cod/Oceanfront on Nantucket Sound w/ Private Beach & Deck, Free Kayaks
Beach nearby, sun loungers
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
9.2 out of 10, Wonderful, (85)
"This is a true get a way for 2. Larry was informative and hospitable. What a view!"
THE BOAT HOUSE LOFT ~ THE CAPE'S BEST VALUE IN A RELAXING WATERFRONT VACATION!
Property grounds
Comfy cottage in perfect location, quiet setting
9.8 out of 10, Exceptional, (34)
"A cute little cottage and a very convenient location. It was very hot when we were there , the older air conditioning unit was working hard."
Comfy cottage in perfect location, quiet setting
View from property
Updated Chatham Cottage walk to Hardings ⛱️ & Restaurants & stores!
10.0 out of 10, Exceptional, (6)
"What a great little cottage! This place was so cozy, and even though the weather didn’t cooperate, the indoors was comfortable for my husband and I to hang out in. Very comfortable beds, cute decor, and had all you need in it. Owners were easily accessible if we needed anything! A great stay in a great location. When we’re back on the cape, we’ll be back!! Thank you Jill"
Updated Chatham Cottage walk to Hardings ⛱️ & Restaurants & stores!
Fridge, microwave, stovetop, coffee/tea maker
Yarmouth Cottage Short Walk from Beach, Shops
9.4 out of 10, Exceptional, (9)
"Wonderful location on a quiet street walking distance to beautiful Lewis Bay, (1/4 mile). Home was very clean, fully equipped kitchen and a Weber outdoor grill. Our host Kara was readily available for questions or concerns. Looking forward to renting this quaint lovely cottage again!!"
Yarmouth Cottage Short Walk from Beach, Shops
Fridge, microwave, oven, stovetop
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
9.4 out of 10, Exceptional, (13)
"Very quiet, peaceful and clean in a very nice part of town. My only complaint is that I forgot to bring my own pillow and really didn't like theirs... otherwise it was lovely."
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Property grounds
2 Cottages walking distance to beaches, restaurants, mini-golf and much more
2 Cottages walking distance to beaches, restaurants, mini-golf and much more
Beach nearby
Lovely Cape Cottage 2 bedroom with private beach and central air.
9.8 out of 10, Exceptional, (38)
"The location was excellent, close to beaches and amenities. Property was clean and tidy, and host was easy to contact. Would visit again."
Lovely Cape Cottage 2 bedroom with private beach and central air.
Fridge, microwave, oven, stovetop
Lovely Cottage With Private Yard Convenient to Dennis Shopping and Dining
9.4 out of 10, Exceptional, (8)
"Very nice little place to stay."
Lovely Cottage With Private Yard Convenient to Dennis Shopping and Dining
Exterior
Contemporary Cottage - Walk to Craigville Beach!
9.4 out of 10, Exceptional, (26)
"Great location near the beach"
Contemporary Cottage - Walk to Craigville Beach!
1 bedroom, desk, free WiFi, bed sheets
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
9.8 out of 10, Exceptional, (20)
"Cute little apartment off of the property garage with privacy. Location is perfect for exploring the Cape, and the property was clean and comfortable. We had a great time!"
Private Cape Cod Cottage. Walk to Ellis Landing Beach!
1 bedroom, iron/ironing board, free WiFi, bed sheets
1940s Cottage Stunner Large Studio w/loft feel dog friendly
10.0 out of 10, Exceptional, (5)
"Great little cottage right in the heart of Eastham. My family and I loved it!"
1940s Cottage Stunner Large Studio w/loft feel dog friendly
Property grounds
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
9.8 out of 10, Exceptional, (95)
"Maureen & Greg help you feel welcome & right at home. Great recommendations for local restaurants & places of interest; a true Cape experience! Give them our regards while you stay."
Charming 1 Bedroom Cottage Close To Beautiful Craigville Beach
Beach towels
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE - CLOSE TO DOWNTOWN CHATHAM!!
9.4 out of 10, Exceptional, (74)
"What a great place to stay! I was on the Cape for Thanksgiving so it was a different kind of vacation but just as much fun. This sweet house had everything I needed and close to town and the beach. I loved walking the Sylvan Path every morning. The host stayed in touch to make sure everything was fine. Thanks Sharon!"
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE - CLOSE TO DOWNTOWN CHATHAM!!
Fridge, microwave, oven, stovetop
Cute Cottage on Bass River in West Dennis
9.6 out of 10, Exceptional, (37)
"My bestie & I had our girls getaway at this wonderful little cottage. I absolutely loved it. Perfect for two single women, separate bedrooms, a nice little kitchen and wonderful screened-in porch that allowed me to sit and just look out at the water, seeped in peacefulness. We were lucky that no one else was in any of the other cottages so it was very quiet. There's a great Irish pub down the street where we had dinner one night too. I would highly recommend staying here."
Cute Cottage on Bass River in West Dennis
Exterior
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
10.0 out of 10, Exceptional, (55)
"Cozy cottage, great location and our host was great. Walking trails are a plus"
Walk to Ocean Beach, Nat'l Seashore, WiFi, Bike Rail Trail
Fridge, microwave, stovetop, dishwasher
West Yarmouth Cottage w/ Gas Grill: Walk to Beach!
8.0 out of 10, Very good, (15)
"The yard looked totally neglected and the house was good only superficially. AC promised but not operating. Help number goes to someone in Oregon who has no way of helping. For 18 hours they promised to help but can’t. I abandoned my reservation and left to return home. There is no indoor dining and yard situation disgusting. Wouldn’t recommend."
West Yarmouth Cottage w/ Gas Grill: Walk to Beach!
Don't see what you're looking for?
See all available properties in Chatham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Chatham

View from property
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
8.0 out of 10, Very good, (51)
"It’s hard to find a place that a 16 year old boy, 13 year old girl and 7 year old boy ALL enjoy but this did it! The space is clean (except the couches could use being replaced) and the location is awesome. Kitchen is well equipped. There’s a grill on the deck too. Aside from the couches it’s really hard to think of something to complain about. The local support team was SUPER responsive! My son forgot his wallet when we checked out and they sent someone over to get it and then drove to...
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Beach
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
9.6 out of 10, Exceptional, (53)
"My husband and I had a weekend getaway and the space was great! Great location, clean, spacious. We had a wonderful time!"
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
BBQ/picnic area
Holly Tree Resort by VRI Americas
3.0 star property
9.2 out of 10, Wonderful, (301)
"Great place to stay."
Holly Tree Resort by VRI Americas
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Chatham Cottages information

Number of reviews
730
Accommodation
297 Cottages
Lowest Price
Highest Price

Recent Reviews in Chatham
Expedia verified reviews