Ward Two Holiday Rentals
Apartment
10.0Exceptional
(16 Reviews)
2 Bedrooms
1 Bath
6 Guests
750 ft²
Parking
Kitchen
Air Conditioner
Internet
US $434/Night
7 Nights - US $3,039
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
1194.79 ft²
- Air Conditioner
- Internet
Pet Friendly
Child Friendly
US $1,430/Night
7 Nights - US $10,011
House
- Boston
- ·
- West Cambridge
- 0.77 mi to center
10.0Exceptional
(25 Reviews)
1 Bedroom
1 Bath
Breakfast
Balcony/Terrace- Air Conditioner
- Internet
US $304/Night
7 Nights - US $2,131
Apartment
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $568/Night
7 Nights - US $3,973
Apartment
10.0Exceptional
(5 Reviews)
7 Bedrooms
1 Bath
4 Guests
592.02 ft²
- Parking
Pool- Balcony/Terrace
- Air Conditioner
US $539/Night
7 Nights - US $3,771
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $430/Night
7 Nights - US $3,010
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $370/Night
7 Nights - US $2,588
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $221/Night
7 Nights - US $1,547
Apartment
9.6Exceptional
(55 Reviews)
2 Bedrooms
1 Bath
6 Guests
637 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $450/Night
7 Nights - US $3,149
Luxury Holiday Rentals in Ward Two
Over 4165+ Luxury Holiday Rentals in or Near Ward Two
Unlock the Best Price
Unlock the Best Price
US $9,605/Night
7 Nights - US $67,236
US $9,584/Night
7 Nights - US $67,091
US $9,584/Night
7 Nights - US $67,091
US $9,221/Night
7 Nights - US $64,549
US $9,188/Night
7 Nights - US $64,315
Apartment
- Boston
- ·
- Lower Allston
- 0.45 mi to center
8.9Fabulous
(36 Reviews)
14 Bedrooms
1 Bath
3 Guests
602.78 ft²
- Balcony/Terrace
View- Air Conditioner
- Internet
US $7,670/Night
7 Nights - US $53,690
House
4 Bedrooms
4 Baths
8 Guests
Security/Safety
US $6,010/Night
7 Nights - US $42,071
Top-Rated Holiday Rentals with a Pool in Ward Two
Over 513+ The Best Private Villas and Holiday Rentals in Ward Two with a Pool
Apartment
- Boston
- ·
- Assembly Square
- 0.12 mi to center
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
5 Guests
1055 ft²
Private Pool- Parking
- Pool
- Balcony/Terrace
US $414/Night
7 Nights - US $2,898
Apartment
- Boston
- ·
- Assembly Square
- 0.10 mi to center
10.0Exceptional
(5 Reviews)
1 Bedroom
1 Bath
4 Guests
603 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $300/Night
7 Nights - US $2,100
Hotel
- Boston
- ·
- Bay Village
- 0.13 mi to center
10.0Exceptional
(3 Reviews)
4 Baths
- Breakfast
- Parking
- Pool
- Kitchen
US $894/Night
7 Nights - US $6,259
Hotel
10.0Exceptional
(2 Reviews)
2 Baths
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $488/Night
7 Nights - US $3,419
Apartment
10.0Exceptional
(2 Reviews)
3 Bedrooms
3 Baths
10 Guests
904.17 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $344/Night
7 Nights - US $2,408
Hotel
10.0Exceptional
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $244/Night
7 Nights - US $1,710
Hotel
- Boston
- ·
- East Cambridge
- 0.27 mi to center
10.0Exceptional
(2 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $223/Night
7 Nights - US $1,563
New
House
- Boston
- ·
- Thompson Square - Bunker Hill
- 0.34 mi to center
10.0Exceptional
(1 Review)
6 Bedrooms
4 Baths
11 Guests
Hot Tub- Parking
- Pool
Ocean View
US $3,596/Night
7 Nights - US $25,172
Apartment
- Boston
- ·
- East Cambridge
- 0.46 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
2 Baths
4 Guests
940 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $1,000/Night
7 Nights - US $7,002
Pet-Friendly Holiday Rentals in Ward Two
Over 2111+ Pet-Friendly Holiday Rentals in or Near Ward Two
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
9.6Exceptional
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $375/Night
7 Nights - US $2,627
Apartment
- Boston
- ·
- Central Square
- 0.15 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1205.56 ft²
- Parking
- View
- Air Conditioner
- Internet
US $1,030/Night
7 Nights - US $7,212
Hotel
- Boston
- ·
- Waterfront
- 0.18 mi to center
9.8Exceptional
(1013 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $809/Night
7 Nights - US $5,666
Apartment
9.4Exceptional
(48 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,260
Apartment
- Boston
- ·
- Somerville
- 0.59 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $592/Night
7 Nights - US $4,141
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
9.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $247/Night
7 Nights - US $1,726
Apartment
8.8Fabulous
(13 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $180/Night
7 Nights - US $1,260
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
8.6Fabulous
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $224/Night
7 Nights - US $1,567
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
7.4Very Good
(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $224/Night
7 Nights - US $1,567
Large Holiday Rentals and Private Villas in Ward Two
Over 269+ Large Holiday Rentals and Private Villas in or Near Ward Two
Condo
- Boston
- ·
- Somerville
- 0.71 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
4 Baths
16 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $1,665/Night
7 Nights - US $11,655
Apartment
- Boston
- ·
- Somerville
- 0.59 mi to center
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
12 Guests
2002.09 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $437/Night
7 Nights - US $3,059
Apartment
8.0Excellent
(2 Reviews)
5 Bedrooms
2 Baths
11 Guests
- Kitchen
- Internet
Laundry
TV
US $528/Night
7 Nights - US $3,698
Condo
- Boston
- ·
- Winter Hill
- 0.35 mi to center
9.8Exceptional
(24 Reviews)
1 Bedroom
3 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $728/Night
7 Nights - US $5,097
Apartment
10.0Exceptional
(1 Review)
4 Bedrooms
4 Baths
11 Guests
631.48 ft²
- Parking
- Pool
- Balcony/Terrace
- Kitchen
US $210/Night
7 Nights - US $1,470
Condo
- Boston
- ·
- Winter Hill
- 0.10 mi to center
9.6Exceptional
(9 Reviews)
2 Bedrooms
1 Bath
10 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $227/Night
7 Nights - US $1,586
New
House
1 Bedroom
3 Baths
16 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
US $2,217/Night
7 Nights - US $15,519
Apartment
- Boston
- ·
- Somerville
- 1.66 mi to center
2 Bedrooms
1 Bath
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $440/Night
7 Nights - US $3,077
Apartment
- Boston
- ·
- South Medford
- 0.27 mi to center
2 Bedrooms
2 Baths
10 Guests
- Internet
- Child Friendly
- Security/Safety
US $390/Night
7 Nights - US $2,733
Wheelchair Accessible Holiday Homes in Ward Two
Over 1825+ Wheelchair Accessible Holiday Homes in or Near Ward Two
Condo
9.4Exceptional
(24 Reviews)
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $412/Night
7 Nights - US $2,887
Apartment
- Boston
- ·
- Harrison Lenox
- 0.50 mi to center
9.5Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
4 Guests
1001.04 ft²
- Parking
- Air Conditioner
- Pet Friendly
Wheelchair Accessible
US $399/Night
7 Nights - US $2,793
Bed & Breakfast
- Boston
- ·
- Back Bay East
- 0.19 mi to center
9.4Exceptional
(1004 Reviews)
1 Bedroom
1 Bath
- Air Conditioner
- Internet
- Child Friendly
- Wheelchair Accessible
US $309/Night
7 Nights - US $2,164
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
7.0Very Good
(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $430/Night
7 Nights - US $3,010
Bed & Breakfast
- Boston
- ·
- Somerville
- 1.10 mi to center
9.3Exceptional
(78 Reviews)
7 Bedrooms
7 Baths
17 Guests
197.34 ft²
EV Charge Station- Parking
- Balcony/Terrace
- View
US $221/Night
7 Nights - US $1,546
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
5.0Average
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $345/Night
7 Nights - US $2,416
Apartment
- Boston
- ·
- North Brookline
- 0.36 mi to center
5.0Average
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
904 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $231/Night
7 Nights - US $1,617
Apartment
- Boston
- ·
- North Brookline
- 0.35 mi to center
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $202/Night
7 Nights - US $1,411
Apartment
- Boston
- ·
- North Brookline
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
1066 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $199/Night
7 Nights - US $1,396
Ward Two Private Villas and Holiday Homes Under $200
Over 1017+ Ward Two Private Villas and Holiday Homes Under $200
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.25 mi to center
9.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $139/Night
7 Nights - US $970
Apartment
- Boston
- ·
- East Cambridge
- 0.40 mi to center
10.0Exceptional
(1 Review)
5 Bedrooms
3 Baths
13 Guests
9752.1 ft²
- Parking
- Balcony/Terrace
- View
- Kitchen
US $124/Night
7 Nights - US $868
House
- Boston
- ·
- Strawberry Hill
- 0.26 mi to center
8.8Fabulous
(173 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $158/Night
7 Nights - US $1,106
Apartment
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $154/Night
7 Nights - US $1,077
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
301.39 ft²
- Parking
- Air Conditioner
- Internet
- Security/Safety
US $144/Night
7 Nights - US $1,008
Apartment
- Boston
- ·
- North Brookline
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
1060 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $190/Night
7 Nights - US $1,332
Apartment
- Boston
- ·
- North Brookline
- 0.35 mi to center
2 Bedrooms
1 Bath
4 Guests
734 ft²
- Kitchen
- Air Conditioner
- Internet
- Wheelchair Accessible
US $179/Night
7 Nights - US $1,256
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.25 mi to center
1 Bedroom
1 Bath
2 Guests
450 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $147/Night
7 Nights - US $1,026
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.25 mi to center
1 Bedroom
1 Bath
2 Guests
450 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $146/Night
7 Nights - US $1,023
Instantly Bookable Holiday Homes in Ward Two
Over 2579+ Instantly Bookable Holiday Homes in or Near Ward Two
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.13 mi to center
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $730/Night
7 Nights - US $5,111
Apartment
- Boston
- ·
- Charlestown
- 0.21 mi to center
4.0Average
(5 Reviews)
1 Bedroom
1 Bath
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $293/Night
7 Nights - US $2,052
Apartment
- Boston
- ·
- North Brookline
- 0.60 mi to center
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $469/Night
7 Nights - US $3,286
Apartment
- Boston
- ·
- North Brookline
- 0.22 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $431/Night
7 Nights - US $3,018
Apartment
- Boston
- ·
- North Brookline
- 0.24 mi to center
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $427/Night
7 Nights - US $2,987
Apartment
- Boston
- ·
- Coolidge Corner South Side
- 0.24 mi to center
1 Bedroom
1 Bath
6 Guests
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
US $418/Night
7 Nights - US $2,924
Apartment
- Boston
- ·
- North Brookline
- 0.28 mi to center
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $402/Night
7 Nights - US $2,815
Apartment
- Boston
- ·
- North Brookline
- 0.24 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $391/Night
7 Nights - US $2,737
Apartment
- Boston
- ·
- North Brookline
- 0.33 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $234/Night
7 Nights - US $1,638
Book a Last Minute Place to Stay in Ward Two
About Casai's Private Villas and Holiday Rentals in Ward Two
Discover more than 4174 vacation rentals available in Ward Two. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Ward Two.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Ward Two, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Ward Two. On average, places to stay near Ward Two offer 597.28 ft², with nightly prices averaging US $444.
With Casai, finding and comparing holiday rentals in Ward Two is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Ward Two
| Type | Count |
|---|---|
| Holiday Apartments | 2970 |
| Vacation Homes | 501 |
| Villas | 1 |
Use these Quick Filters to Find a Holiday Rental in Ward Two
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Ward Two.
Weather in Ward Two, MA
View the weather forecast for Ward Two before booking your Ward Two Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Other Places to Stay in Ward Two, MA
Frequently Asked Questions About Ward Two?
What are the top holiday rentals in Ward Two?
With numerous options available in Ward Two, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Ward Two:
- Boston Yacht Haven Inn & Marina
- Historic Townhouse Condo in the center of Boston, across from the Public Garden
- Boston Harbor Waterfront Yacht Escape near Freedom Trail 2B/2B sleeps 6 AC/Heat
- Stunning South End/Back Bay Penthouse!
- Great South End/Back Bay location, 1 bed condo near T station
- Chic South End Studio With Patio
- Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
- Beautiful Boston Brownstone!
- COMFORTABLE AND WELL-APPOINTED, BRIGHT AND SPACIOUS ON THE BOSTON-CAMBRIDGE LINE
- Spacious Sunlit 3BR Center of Downtown Boston Family Favorite
How many holiday rentals have private pools in Ward Two?
Discover a selection of holiday rentals with private pools near Ward Two with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Luxurious 2BR - 2BA Apt at Hyatus
- Blueground South End gym nr groceries shops BOS-1021
- Large 2 Bed/2Bath By MGH, Washer/Dryer in Suite
- Sterling 1BR at Everett | Pool & Gym
Which holiday homes in Ward Two are best for families?
If you're searching for a family-friendly holiday home in Ward Two, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Ward Two:
- Tranquil 1-bedroom apartment with AC in charming Brookline - 11#6
- 3BR2Bth TD Garden,MIT,Harvard,BOS,2 Parking Spaces
- Furnished Apts near Harvard Stadium
How many Casai.com holiday rentals are available in Ward Two?
As of 2026, Casai boasts over 4174 properties listed in the Ward Two area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Ward Two.
Nearby Neighborhood (11)
| Neighborhood | Property Count |
|---|---|
| Arefth Vacation Rentals in Boston, Massachusetts | 147 |
| East Cambridge Vacation Rentals in Boston, Massachusetts | 147 |
| East Somerville Vacation Rentals in Boston, Massachusetts | 48 |
| Mid-Cambridge Vacation Rentals in Boston, Massachusetts | 31 |
| Wellington-Harrington Vacation Rentals in Boston, Massachusetts | 4546 |
| Inman Square Vacation Rentals in Boston, Massachusetts | 4455 |
| Spring Hill Vacation Rentals in Boston, Massachusetts | 2554 |
| Porter Square Vacation Rentals in Boston, Massachusetts | 1883 |
| Prospect Hill Vacation Rentals in Boston, Massachusetts | 4027 |
| Inner Belt Vacation Rentals in Boston, Massachusetts | 4275 |
| Agassiz Vacation Rentals in Boston, Massachusetts | 2979 |
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