Chatham vacation rentals
Book unique cottages, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Chatham
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chatham vacation rentals
Chatham house rentals
Home in Chatham
4.9 out of 5 average rating, 115 reviewsCute cottage walking distance to Ridgevale Beach
Home in Harwich
4.98 out of 5 average rating, 496 reviewscape cod riverview cottage
Home in Chatham
4.96 out of 5 average rating, 116 reviewsSummerfell Cottage close to Ridgevale Beach
Home in North Truro
4.98 out of 5 average rating, 266 reviewsBeautiful North Truro cottage with screen porch
Home in Yarmouth
5.0 out of 5 average rating, 101 reviewsBest of Yarmouth | Spa & Outdoors & Entertainment
Home in Yarmouth Port, Cape Cod
4.99 out of 5 average rating, 315 reviewsFabulous Waterfront! 3bdrm/2bth Kayaks & Firepit
Home in South Yarmouth
4.93 out of 5 average rating, 212 reviewsWaterfront★ Hot Tub ★ Kayaks ★ Firepit ★ Pet OK
Home in Chatham
4.83 out of 5 average rating, 59 reviewsWalk to beach! Chatham Luxury near downtown, CBI!
Chatham cottage rentals
Cottage in Chatham
4.94 out of 5 average rating, 147 reviewsCape Cod Classic Cottage Near Forest Beach
Cottage in Bourne
5.0 out of 5 average rating, 147 reviews140 Steps to Beach with Water Views
Cottage in Chatham
4.9 out of 5 average rating, 128 reviewsForbes, a South Chatham cottage
Cottage in Yarmouth
4.92 out of 5 average rating, 415 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Cottage in Yarmouth
4.99 out of 5 average rating, 176 reviewsSerenity Views | Waterfront | King | Firepit Kayak
Cottage in Wareham
4.97 out of 5 average rating, 264 reviewsCottage on Sunset Cove
Cottage in Harwichport
4.94 out of 5 average rating, 307 reviewsNewly renovated Cape Coddage! Location! Location!
Cottage in Eastham
4.91 out of 5 average rating, 191 reviewsClassic Cape Cod Cottage
Other great vacation rentals in Chatham
Guest suite in Brewster
4.95 out of 5 average rating, 156 reviewsCozy and Secluded Apartment/Seasonal garden view
Condo in Brewster
4.88 out of 5 average rating, 175 reviewsShining Sea Condo
Condo in Dennis
4.99 out of 5 average rating, 173 reviewsStudio, 300 yards to Glendon Beach; Seahorse#2
Guesthouse in Brewster
4.94 out of 5 average rating, 214 reviewsCharming Antique Cape Cod Cottage
Guest suite in Orleans
4.99 out of 5 average rating, 205 reviewsPrivate Beach, Cozy Cape Cottage
Apartment in Chatham
4.97 out of 5 average rating, 235 reviewsThe Knoll
Apartment in Falmouth
4.98 out of 5 average rating, 129 reviewsModern Luxury Apt. | 7 min from Commons
Place to stay in Wellfleet
4.97 out of 5 average rating, 176 reviewsWoodsideTiny House near Wellfleet Bay
Quick stats about vacation rentals in Chatham
Total rentals
540 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
170 properties allow pets
Family-friendly rentals
450 properties are a good fit for families
Total number of reviews
15K reviews
Nightly prices starting at
$40 before taxes and fees
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Chatham?
Yes! Work meets play with ease at over 210 vacation rentals in Chatham featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Chatham?
Four-legged friends are welcome in Chatham. Choose from more than 170 vacation rentals for guests traveling with pets.
Are there Chatham vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation homes with pools in Chatham, available on Airbnb. Make a splash and soak up the sun in style!
How much does it cost to stay in house rentals in Chatham?
Experience the best of Chatham with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Chatham have a bbq area?
Absolutely! We offer over 260 house rentals with a bbq area in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Chatham have wifi?
Absolutely! We offer over 40 cottage rentals with wifi in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Chatham have air conditioning?
Absolutely! We offer over 30 cottage rentals with air conditioning in Chatham. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Chatham have a gym?
Absolutely! We offer over 10 house rentals with a gym in Chatham. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Chatham?
Chatham has more than 30 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for Condo Rentals in Chatham?
Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
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