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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Featured Condo Rentals in Chatham and around

Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
Exterior

Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool

10.0 out of 10, Exceptional, (122)
"Wonderful wedding and a terrific place to stay. Clean, beautifully decorated and a perfect location. We’d recommend it to everyone!"
Ocean Edge Luxury Condo, Constantly Updated, Just steps to Arbor Pool
Paradise Palm Unit - #4
Balcony

Paradise Palm Unit - #4

10.0 out of 10, Exceptional, (28)
"room was clean, staff was helpful, clean, would definitely come back."
The price is €273
includes taxes & fees
5 Oct - 6 Oct
Paradise Palm Unit - #4
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Interior

Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]

9.6 out of 10, Exceptional, (136)
"Great location by the beach. We loved staying here!"
The price is €525
includes taxes & fees
13 Oct - 14 Oct
Cape Cod Oceanfront Condo with Ocean View & Private Sandy Beach! [in Building A]
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]
Property grounds

Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]

9.8 out of 10, Exceptional, (112)
"Fantastic property and owner. Highly recommend."
Cape Cod Oceanfront New Condo with Ocean View & Private Beach! [in Building B]
Cozy Condo close to Sesuit
Sun-loungers, beach towels

Cozy Condo close to Sesuit

9.6 out of 10, Exceptional, (10)
"I loved cozy condo! Stayed here for 3 nights and it was the perfect stay. Everything was so clean and had everything you needed. I would totally stay again!!"
Cozy Condo close to Sesuit
Charming Studio Dennis Port Getaway with WiFi and AC - Close to Beach!
Terrace/patio

Charming Studio Dennis Port Getaway with WiFi and AC - Close to Beach!

9.6 out of 10, Exceptional, (4)
"Really great stay in the cape, this property had everything we needed. It’s an incredible location, so close to a gorgeous beach. The host was extremely communicative, we arrived to a spotless clean room as well. I would definitely stay here again! It’s perfect for a weekend in cape cod!"
Charming Studio Dennis Port Getaway with WiFi and AC - Close to Beach!
Chatham Village - Center - Main Street Center Area
Exterior detail

Chatham Village - Center - Main Street Center Area

9.8 out of 10, Exceptional, (49)
"Amazing small village with plenty to do and easily to reach the rest of Cape Cods beaches, forests and towns. "
Chatham Village - Center - Main Street Center Area
Cozy 2-bedroom cottage, 0.2 mi walk to the beach and other popular attractions!
Beach nearby, sun-loungers

Cozy 2-bedroom cottage, 0.2 mi walk to the beach and other popular attractions!

10.0 out of 10, Exceptional, (12)
"Excellent rental property. Jonathan & Kate were very easy to deal with, they were both proactive in their communications. Everything we could possible need was available in the property. The pictures represent the property perfectly. The outdoor space was lovely to chill in."
Cozy 2-bedroom cottage, 0.2 mi walk to the beach and other popular attractions!
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Indoor pool, outdoor pool

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

10.0 out of 10, Exceptional, (36)
"My son was playing in Massachusetts Open Golf Tournament- location and property were perfect. - definitely visit again. "
The price is €301
includes taxes & fees
7 Oct - 8 Oct
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Ocean Front, Private Beach, Ocean View , Private patio
Private beach

Ocean Front, Private Beach, Ocean View , Private patio

9.6 out of 10, Exceptional, (45)
"Excellent space with comfortable beds, good shower and efficiency kitchen. Patio area just off one of the bedrooms Easy walk to seating area viewing the ocean and just a few stairs to expansive, private and sandy beach. "
Ocean Front, Private Beach, Ocean View , Private patio
Cape Cod Oceanside Condominium Unit - across from beach!
Beach

Cape Cod Oceanside Condominium Unit - across from beach!

8.2 out of 10, Very good, (10)
"great location to the beach "
Cape Cod Oceanside Condominium Unit - across from beach!
Charming Downtown Chatham
1 bedroom, iron/ironing board, WiFi, bed sheets

Charming Downtown Chatham

10.0 out of 10, Exceptional, (39)
"We had a wonderful 3 night stay here and will definitely return! Very comfortable accommodations and excellent location. Wonderful host as well!"
Charming Downtown Chatham
Sleek, modern home with central AC - steps to private beach & near trail
On the beach

Sleek, modern home with central AC - steps to private beach & near trail

9.2 out of 10, Wonderful, (26)
"Excellent view, very clean, nice place."
Sleek, modern home with central AC - steps to private beach & near trail
Enjoy the beautiful views of Bass River!
Outdoor pool, a heated pool

Enjoy the beautiful views of Bass River!

10.0 out of 10, Exceptional, (16)
"Cute place with a heated pool. Easy check in and clean place."
Enjoy the beautiful views of Bass River!
Comfortable and convenient suite steps from the beach with WiFi & AC
Fridge, microwave, oven, stovetop

Comfortable and convenient suite steps from the beach with WiFi & AC

9.0 out of 10, Wonderful, (14)
"Right on the beach, centrally located, very clean and new, great owner!"
Comfortable and convenient suite steps from the beach with WiFi & AC
Vitamin Sea Unit- # 8
Terrace/patio

Vitamin Sea Unit- # 8

9.0 out of 10, Wonderful, (10)
"Such a great getaway! "
The price is €252
includes taxes & fees
2 Oct - 3 Oct
Vitamin Sea Unit- # 8
Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach
Outdoor dining

Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach

9.6 out of 10, Exceptional, (18)
"Nice location, nice amenities, we enjoyed our stay!"
Lovely Family Haven w/ Stylish Interior, WiFi & W/D - Walk to Englewood Beach
The Blue Crab Unit 7
Pool

The Blue Crab Unit 7

9.6 out of 10, Exceptional, (15)
"This property was beautiful, clean and well stocked with everything that we needed. It was a peaceful neighborhood in good proximity to many local attractions and restaurants. we will definitely be back."
The price is €252
includes taxes & fees
2 Oct - 3 Oct
The Blue Crab Unit 7
Endless Summer Unit - #3
Beach nearby

Endless Summer Unit - #3

10.0 out of 10, Exceptional, (30)
"Amenities and the room was excellent. Very convienient and close to town and the beaches! The hosts run a top notch service."
The price is €273
includes taxes & fees
5 Oct - 6 Oct
Endless Summer Unit - #3
Adorable condo with patio, shared pool, & hot tub - close to the water
Outdoor dining

Adorable condo with patio, shared pool, & hot tub - close to the water

8.4 out of 10, Very good, (39)
"Great spot"
Adorable condo with patio, shared pool, & hot tub - close to the water
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.
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Top Chatham Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"We had a wonderful stay at the Chatham Wayside Inn. The location could not be better—right in the heart of charming downtown Chatham, with shops, restaurants, and the beach just steps away. The inn has a warm, classic Cape Cod feel, with comfortable rooms and thoughtful touches throughout. The staff was welcoming and attentive, making sure every detail of our visit was easy and enjoyable. Dining at the Wild Goose Tavern was excellent—great atmosphere and delicious food. Overall, a perfect blend of charm, convenience, and hospitality. We would absolutely stay here again."
Michelle 3-night trip
Posted 2 days ago
Chatham Wayside Inn

Find out more about Chatham

Find out more about Chatham

Chatham Condo Rentals information

Number of reviews
654
Accommodation
174 Condo Rentals
Lowest Price
€252
Highest Price
€525

Frequently asked questions

How much do condos in Chatham cost?
Condos in Chatham range from €252 to €525 per night. This means lots of space for the whole family at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Chatham?
Pack your suitcase and pick from 174 condos in Chatham. For an official business trip, a weekend escape and everything in between, Expedia will help you find the right place in just a few clicks.
Are there any family-friendly condos in Chatham?
Yes, there sure are! Take a look at 411 Stage Harbour Road - Seaglass One Bedroom House — a reliable 3.5-star option only a short drive from downtown Chatham. This family-friendly condo offers conveniences like WiFi and clothes washing facilities. After checking in and chilling in your cosy new digs, it's time to hit the road and explore the sights. Skaket Beach and Sea Street Beach are fun family-friendly attractions in Chatham.

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