Chatham vacation rentals
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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
Other great vacation rentals in Chatham
Home in Chatham
4.82 out of 5 average rating, 135 reviewsDelightful Chatham Cottage, Cheerful and Clean
Jun 9 – 16
Home in Chatham
4.89 out of 5 average rating, 114 reviewsCute cottage walking distance to Ridgevale Beach
Sep 30 – Oct 7
Home in Chatham
4.91 out of 5 average rating, 138 reviewsElbow Inn,Vaulted Ceilings at a Farmhouse-Style
May 16 – 23
Home in Harwich
4.98 out of 5 average rating, 495 reviewscape cod riverview cottage
Dec 19 – 26
Home in North Truro
4.98 out of 5 average rating, 264 reviewsBeautiful North Truro cottage with screen porch
Dec 14 – 21
Home in Harwich
5.0 out of 5 average rating, 182 reviewsHarwich Retreat on Cape Cod - Relax or explore!
Feb 2 – 9
Home in Harwich
4.88 out of 5 average rating, 113 reviewsCape Cod Retreat close to bike path
Jan 6 – 13
Home in Chatham
4.81 out of 5 average rating, 54 reviewsWalk to beach! Chatham Luxury near downtown, CBI!
Oct 23 – 30
Chatham cottage rentals
Cottage in Chatham
4.94 out of 5 average rating, 144 reviewsCape Cod Classic Cottage Near Forest Beach
Dec 18 – 25
Cottage in Chatham
4.9 out of 5 average rating, 128 reviewsForbes, a South Chatham cottage
Mar 2 – 9
Cottage in Bourne
5.0 out of 5 average rating, 143 reviews140 Steps to Beach with Water Views
Oct 8 – 15
Cottage in Eastham
4.91 out of 5 average rating, 188 reviewsClassic Cape Cod Cottage
Oct 24 – 31
Cottage in Yarmouth
4.92 out of 5 average rating, 407 reviewsMODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Dec 31 – Jan 7
Cottage in Eastham
4.9 out of 5 average rating, 342 reviewsBarn Cottage on Minister Pond
Apr 18 – 25
Cottage in Harwichport
4.94 out of 5 average rating, 299 reviewsNewly renovated Cape Coddage! Location! Location!
Dec 7 – 14
Cottage in Dennis
4.94 out of 5 average rating, 216 reviewsWalk to Beach - Experience Dennis Beach House - AC
Nov 18 – 25
Other great vacation rentals in Chatham
Guesthouse in Brewster
4.94 out of 5 average rating, 212 reviewsCharming Antique Cape Cod Cottage
Apr 15 – 22
Condo in Brewster
4.87 out of 5 average rating, 163 reviewsShining Sea Condo
Mar 21 – 28
Apartment in Falmouth
4.98 out of 5 average rating, 115 reviewsModern Luxury Apt. | 7 min from Commons
Oct 25 – Nov 1
Condo in Dennis
4.99 out of 5 average rating, 172 reviewsStudio, 300 yards to Glendon Beach; Seahorse#2
Oct 12 – 19
Place to stay in Wellfleet
4.98 out of 5 average rating, 163 reviewsWoodsideTiny House near Wellfleet Bay
Oct 6 – 13
Apartment in Chatham
4.97 out of 5 average rating, 235 reviewsThe Knoll
Oct 6 – 13
Condo in Dennis
4.84 out of 5 average rating, 164 reviewsThe 5 minute walk to beach Super Cute Beach Condo
Oct 14 – 21
Guest suite in Wellfleet
4.98 out of 5 average rating, 190 reviewsCharming, private, studio near Gull Pond Wellfleet
May 29 – Jun 5
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
ﺩ.ﺇ147 before taxes and fees
Frequently Asked Questions
What types of vacation rentals are available in Chatham?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Chatham. From over 410 house rentals to over 40 cottage rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
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.
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 house rentals in Chatham have wifi?
Absolutely! We offer over 410 house rentals with wifi in Chatham. Enjoy a tailored experience with all the comforts you desire.
Are there Chatham house rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 house rentals with pools in Chatham, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Chatham have self check-in?
Absolutely! We offer over 170 house rentals with self check-in 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 house rentals in Chatham?
Chatham has more than 390 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
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